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RESEARCH PRODUCTS

Stable Isotope-Labeled Nucleic Acids
and Related Compounds

Cambridge Isotope Laboratories, Inc.
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| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Cambridge Isotope Laboratories, Inc.

Table of Contents
Ribonucleic Acids (RNA)Ribonucleoside Triphosphates (rNTPs)
Ribonucleoside Monophosphates (rNMPs)
RNA Phosphoramidites

Deoxyribonucleic Acids (DNA)
Deoxyribonucleoside Triphosphates (dNTPs)
Deoxyribonucleoside Monophosphates (dNMPs)
DNA Phosphoramidites

3
4
5
5

RNA and DNA Ribonucleoside Sets
and Mixes

7

Fluorine-Labeled Compounds

9

6
6
6
7

Starting Materials

10

Tips and Tricks

13

Top Ten Reasons to Use Ammonium Salts

14

Miscellaneous Compounds andIntroduction
Nucleic acids (includes DNA and RNA) are necessary building blocks of living organisms, which are fundamentally important to a multitude
of cellular processes. Compositionally, nucleic acids are comprised of nucleobases (e.g., adenine, cytosine), nucleosides (e.g., adenosine,
guanosine), and nucleotides (e.g., ATP, CDP). These compounds may be used as starting materials in the enzymatic or chemical synthesisof RNA and DNA. Applications of stable isotope labeled nucleic acids are broad, ranging from the evaluation of protein structure anddynamics to the evaluation of nucleic acids as potential biotherapies, such as RNA therapeutics.
To assist with RNA / DNA-related NMR- and / or MS-based research, CIL offers a large selection of various stable isotope-labeled compounds.
We also offer sets of deoxyribonucleoside monophosphates (dNMPs), deoxyribonucleoside triphosphates (dNTPs), and ribonucleoside
triphosphate (rNTPs) in different unit configurations for ease of use. Please visit isotope.com for product details, pricing, availability,
and to inquire about compounds of interest that may not be featured in this catalog.

Nuclear Magnetic Resonance (NMR) Spectroscopy
NMR spectroscopy is an extremely powerful and versatile tool for studying the dynamics and structure of RNA and DNA molecules insolution and in the solid state. Most often, nucleic acids containing roughly less than ~40 nucleotides will require simple 15N or 13C/15N
enrichment to provide the constraints necessary to determine full three-dimensional structures. For studying larger proteins, the use of
selectively and uniformly deuterated nucleotides and segmental isotope labeling using deuterium has been critical. The types of information
gained from NMR studies of RNA and DNA include:• Base-pairing pattern• Conformational equilibria• Site-specific information regarding ligand binding• Local structure and dynamics•	Delineation of secondary structure motifs,
such as hairpins and bulges• Global structure derived from RDCs

Example Reference
Furtig, B; Richter, C; Wohnert, J; Schwalbe, H. 2003. NMR spectroscopy of RNA. Chembiochem, 4(10), 936-962.

❛❛We are grateful for the continued support from CIL and Eurisotop. Since March 2020, we have been focusing our efforts on
characterizing the proteome and the genome of SARS-CoV-2. Our research is conducted in a coordinated manner within the COVID19NMR network. The work conducted by groups worldwide has led to the NMR characterization of all conserved viral RNA elements aswell as the majority of all viral proteins. With NMR chemical shift assignments at hand, we are able to screen viral drug targets for theirinteractions with low molecular weight binders to contribute to the development of antiviral drugs. These massive efforts requirereliable, high-quality isotope precursor compounds – a resource that CIL and Eurisotop are continuously providing to us.❜❜Harald Schwalbe, PhD
BMRZ, Goethe University Frankfurt (Germany)2

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Ribonucleic Acids (RNA)Ribonucleoside Triphosphates (rNTPs)
The most popular approaches to produce labeled RNA molecules for NMR studies use enzymatic in vitro transcription methods that employ
labeled rNTPs, T7-RNA polymerase, and either linearized plasmids or double-stranded DNA as templates. These techniques are used toconstruct labeled RNA molecules of which all of one type of nucleotide is labeled.

Uniformly Deuterated rNTPs
Perdeuterated NTPs can be used in combination with protonated NTPs to create RNA molecules in which specific types of nucleotides areprotonated, thus allowing spectral editing without the significant signal broadening associated with 13C incorporation.
Catalog No.
DLM-7514-CA
DLM-7515-CA
DLM-7516-CA
DLM-7517-CA

Description
Adenosine 5’-triphosphate, ammonium salt (D8, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (D8, 98%) (in solution) CP 95%
Guanosine 5’-triphosphate, ammonium salt (D7, 98%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (D8, 98%) (in solution) CP 95%

Example References
Song, Z.; Gremminger, T.; Singh, G.; et al. 2021. The three-way junction structure of the HIV-1 PBS-segment binds host enzyme important for viral infectivity. Nucleic Acids Res,
49(10), 5925-5942.
Lu, K; Miyazaki, Y; Summers, M. 2010. Isotope labeling strategies for NMR studies of RNA. J Biomol NMR, 46(1), 113-125.

Selectively Deuterated rNTPs
Because severe signal degeneracy has hampered NMR studies of larger RNAs, key researchers in this area have utilized selectively deuterated
rNTPs, in conjunction with in vitro synthesis methods, to reduce spectral complexity, spectral line-widths, and for observing NOEs over larger
distances.
Catalog No.
DLM-8815-CA
DLM-11405-CA
DLM-9268-CA
DLM-11406-CA
DLM-9619-CA
DLM-9366-CA
DLM-9267-CA
DLM-8594-CA
DLM-11407-CA
DLM-9365-CA
DLM-9100-CA
DLM-8637-CA

Description
Adenosine 5’-triphosphate, ammonium salt (2-D, 98%) (in solution) CP 95%
Adenosine 5´-triphosphate, ammonium salt (4’-D, 97%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (2,8-D2, 98%) (in solution) CP 95%
Adenosine 5´-triphosphate, ammonium salt (5’,5’’-D2, 97%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (ribose-1’,2’,3’,4’,5’,5’’-D6, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (cytosine-5-D, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (5,6-D2, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (cytosine-5-D, 6-H; ribose-1,2,3,4,5,5-D6, 98%) (in solution) CP 95%
Guanosine 5’-triphosphate, ammonium salt (3’-D, 97%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (uracil-5-D, 97%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (5,6-D2, 98%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (uracil-5-D, 6-H; ribose-1,2,3,4,5,5-D6, 98%) (in solution) CP 95%

Example Reference
Pang, H.; Lilla, E.A.; Zhang, P.; et al. 2020. Mechanism of rate acceleration of radical C-C bond formation reaction by a radical SAM GTP 3’,8-cyclase. J Am Chem Soc, 142(20),9314-9326.

❛❛We’ve been using CIL’s perdeuterated rNTPs for many years to facilitate NMR studies of larger RNAs. Their newer products, which
include partially deuterated rNTPs, have been extraordinarily helpful, and have enabled high resolution NMR structural studies of RNAs
that were previously intractable.❜❜Michael Summers, PhD, Howard Hughes Medical Institute, University of Maryland, Baltimore County (USA)❛❛W ithout these labeled rNTPs from CIL we would not have been able to prepare such high-quality samples which made the assignmentand structure determination possible.❜❜Michael Durney, PhD, Department of Molecular and Cellular Biology, Harvard University (USA)

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

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| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Alternatively Labeled rNTPs
Catalog No.
CLM-8932-CA
CLM-11402-CA
CLM-11403-CA
CLM-11404-CA
CLM-8426-CA
NLM-3987-CA
CNLM-4265-CA
DNLM-10985-CA
CLM-10987-CA
NLM-4266-CA
CNLM-4267-CA
CLM-10988-CA
NLM-4268-CA
CNLM-4269-CA
DNLM-10913-CA
CLM-10914-CA
NLM-4270-CA
CNLM-4271-CA
DNLM-10986-CA

Description
Adenosine 5’-triphosphate, ammonium salt (2-13C, 99%) (in solution) CP 95%
Adenosine 5´-triphosphate, ammonium salt (4’-13C, 99%) (in solution) CP 95%
Adenosine 5´-triphosphate, ammonium salt (5’-13C, 99%) (in solution) CP 95%
Adenosine 5´-triphosphate, ammonium salt (1’,2’,3’,4’,5’-13C5, 99%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (13C10, 99%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (15N5, 98%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (13C10, 99%; 15N5, 98%) (in solution) CP 95%
Adenosine 5’-triphosphate, ammonium salt (ribose-D6, 98%; 15N5, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (13C9, 99%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (15N3, 98%) (in solution) CP 95%
Cytidine 5’-triphosphate, ammonium salt (13C9, 99%; 15N3, 98%) (in solution) CP 95%
Guanosine 5’-triphosphate, ammonium salt (13C10, 99%) (in solution) CP 95%
Guanosine 5’-triphosphate, ammonium salt (15N5, 98%) (in solution) CP 90%
Guanosine 5’-triphosphate, ammonium salt (13C10, 99%; 15N5, 98%) (in solution) CP 95%
Guanosine 5’-triphosphate, ammonium salt (ribose-1’,2’,3’,4’,5’,5’’-D6, 98%; 15N5, 98%) (in solution) CP 90%
Uridine 5’-triphosphate, ammonium salt (13C9, 99%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (15N2, 98%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (13C9, 99%; 15N2, 98%) (in solution) CP 95%
Uridine 5’-triphosphate, ammonium salt (ribose-D6,98%; uracil-15N2, 98%) (in solution) CP 95%

Please inquire for lithium salts.
Example References
Gato, A.; Catala, M.; Tisne, C.; et al. 2021. A method to monitor the introduction of post-transcriptional modifications in tRNAs with NMR spectroscopy. Methods Mol Biol, 2298,
307-323.
Nam, H.; Becette, O.; LeBlanc, R.M.; et al. 2020. Deleterious effects of carbon-carbon dipolar coupling on RNA NMR dynamics. J Biomol NMR, 74(6-7), 321-331.
Pang, H.; Lilla, E.A.; Zhang, P.; et al. 2020. Mechanism of rate acceleration of radical C-C bond formation reaction by a radical SAM GTP 3’,8-cyclase. J Am Chem Soc, 142(20),9314-9326.
Barraud, P.; Gato, A.; Heiss, M.; et al. 2019. Time-resolved NMR monitoring of tRNA maturation. Nat Commun, 10, 3373-3387.
Warden, M.S.; Cai, K.; Cornilescu, G.; et al. 2018. Conformational flexibility in the enterovirus RNA replication platform. RNA, 25(3), 376-387.
Song, Y.; Marmion, R.A.; Park, J.O.; et al. 2017. Dynamic control of dNTP synthesis in early embryos. Dev Cell, 42(3), 301-308.
Le, M.T.; Brown, R.E.; Simon, A.E.; et al. 2015. In vivo, large-scale preparation of uniformly 15N- and site-specifically 13 C-labeled homogeneous, recombinant RNA for NMR studies.
Methods Enzymol, 565, 495-535.
Alverado, L.J.; Longhini, A.P.; LeBlanc, R.M.; et al. 2014. Chemo-enzymatic synthesis of selectively 13C/ 15N labeled RNA for NMR structural and dynamics studies. Methods Enzymol,
549, 133-162.
Dayie, K.T. 2008. Key labeling technologies to tackle sizeable problems in RNA structural biology. Int J Mol Sci, 9(7), 1214-1240.
Nikonowicz, E.P.; Sirr, A.; Legault, P.; et al. 1992. Preparation of 13C and 15N labelled RNAs for heteronuclear multidimensional NMR studies. Nucleic Acids Res, 20(17), 4507-4513.
Lu, K.; Miyazaki, Y.; Summers, M.F. 2010. Isotope labeling strategies for NMR studies of RNBA. J Biomol NMR, 46(1), 113-125.

❛❛When we prepare labeled RNAs, we want the yield of transcription to be as high as possible. In our hands, transcription efficiencies
using CIL rNTPs ammonium salt solutions are indistinguishable from those performed with top-quality unlabeled rNTPs solutions.
Our transcriptions are always perfectly reproducible using CIL rNTPs. We are very happy with the quality of the labeled RNA samples
we get.❜❜Pierre Barraud, PhD
Institute of Physico-Chemical Biology, CNRS, Paris City University (France)

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

4

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| Stable Isotope-Labeled Nucleic Acids and Related Compounds

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Ribonucleoside Monophosphates (rNMPs)
Catalog No.
NLM-3792
CNLM-3802
CLM-11433
NLM-3793
CNLM-3803
NLM-3794
CNLM-3804
NLM-3795
CNLM-3805

Description
Adenosine 5’-monophosphate, lithium salt (15N5, 98%) (in solution) CP 95%
Adenosine 5’-monophosphate, lithium salt (13C10, 98%; 15N5, 98%) (in solution) CP 95%
Cyclic adenosine-3’,5’-monophosphate (ribose-13C5, 95%) CP 96%
Cytidine 5’-monophosphate (CMP), lithium salt (15N3, 98%) (in solution) CP 95%
Cytidine 5’-monophosphate (CMP), lithium salt (13C9, 98%; 15N3, 98%) (in solution) CP 95%
Guanosine 5’-monophosphate, lithium salt (15N5, 98%) (in solution) CP 95%
Guanosine 5’-monophosphate, lithium salt (13C10, 98%; 15N5, 98%) (in solution) CP 95%
Uridine 5’-monophosphate, lithium salt (15N2, 98%) (in solution) CP 95%
Uridine 5’-monophosphate, lithium salt (13C9, 98%; 15N2, 98%) (in solution) CP 95%

RNA Phosphoramidites
C-Labeled13

CLM-11604
CLM-11606
CLM-11607

Adenosine phosphoramidite (U-13C10, 98%) CP 95%
Cytidine phosphoramidite (U-13C9, 98%) CP 95%
Guanosine phosphoramidite (U-13C10, 98%) CP 95%

CLM-11608

Uridine phosphoramidite (U-13C9, 98%) CP 95%
O
HN

OCH3
*
H3CO

O

*
*

N *

*

O
OCH3

CH3

N * N *

H3CO

* CH CH
3
3
*
*
O Si
CH3
CH3 CH3
O
O
P
CN
H 3C
N
CH3

O

*
*

CH3

N

O

* N
*
*
*

N

O

O

O

*

*

H3CO

*CH3 CH3

O

*
*

O

* * NH CH
3*
N * N *N
O
H

*

*

H3CO

OCH3

O

O

* * NH* N *O

CLM-11606**

O*CH3 CH3*O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3

*CH3 CH3*

CH3 CH3CH3 CH3CH3 CH3

CLM-11604

N

O Si
CH3
CH3 CH3
O
O
P
CN
H 3C
N
CH3

O Si
CH3
CH3 CH3
O
O
P
CN
H 3C
N
CH3

CH3 CH3

O

OCH3

CLM-11607

CLM-11608

N-Labeled

15

NLM-11609
NLM-11610
NLM-11611

Adenosine phosphoramidite (U-15N5, 98%) CP 95%
Cytidine phosphoramidite (U-15N3, 98%) CP 95%
Guanosine phosphoramidite (U-15N5, 98%) CP 95%

NLM-11612

Uridine phosphoramidite (U-15N2, 98%) CP 95%
O
OCH3

H3CO

O

*
N
*N
O

*
HN

O

*
N
N
*

CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

NLM-11609

*
HN

OCH3

CH3

H3CO

O

O

*
N

*
N

O

CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

NLM-11610

OCH3

CH3
H3CO

O

*
N
*N
O

O
*
NH
N
*

*
N
H

CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

NLM-11611

OCH3

O

O

*
N

CH3
O

H3CO

O

*
NH
O

CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

NLM-11612

Continued ➤Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

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RNA Phosphoramidites (continued)
C/15N-Labeled

13

CNLM-11613
CNLM-11614
CNLM-11615

Adenosine phosphoramidite (U-13C10, 98%; U-15N5, 98%) CP 95%
Cytidine phosphoramidite (U-13C9, 98%; U-15N3, 98%) CP 95%
Guanosine phosphoramidite (U-13C10, 98%; U-15N5, 98%) CP 95%

CNLM-11616

Uridine phosphoramidite (U-13C9, 98%; U-15N2, 98%) CP 95%
O
*
HN

OCH3
*
H3CO

O

*
*

O

*
N
*
* * N

O

*N * N ***CH CH
3
3
*
*
O Si
CH3
CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

CNLM-11613

*
HN

OCH3

CH3

* N*

H3CO

O

*
*

*
* N* * O

O

*

*

OCH3

CH3

*CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
CH3 CH3

CNLM-11614

H3CO

O

*
N

*
*

O

*

O

*
* * NH
CH3***N * N * N
O
*

*

H

*CH3 CH3O Si
CH3CH3 CH3
O
O
P
CN
H3C
N
CH3
CH3 CH3

CNLM-11615

H3CO

OCH3

O

O

*
* * NH* N* * O**O*CH3 CH3*O Si
CH3CH3 CH3
O
O
P
CN
H 3C
N
CH3
*

CH3 CH3

CNLM-11616

Deoxyribonucleic Acids (DNA)Labeled DNA oligonucleotides are routinely synthesized using enzymatic in vitro methods that require labeled dNTPs, a DNA polymerase, anda cDNA template. One particular advantage of using enzymatic methods over synthetic chemistry methods is that large oligonucleotides(e.g., >50 nucleotides in length) can be easily prepared in milligram quantities.

Deoxyribonucleoside Triphosphates (dNTPs)
Catalog No.
DLM-7507
NLM-6215
CNLM-6219-CA*

Description
2-Deoxyadenosine 5’-triphosphate, lithium salt (D, 98%) (in solution) CP 95%
2’-Deoxyadenosine 5’-triphosphate, lithium salt (15N5, 98%) (in solution) CP 95%
2’-Deoxyadenosine 5’-triphosphate, ammonium salt (13C10, 99%; 15N5, 98%) (in solution) CP 90%

DLM-7508
NLM-6216
CNLM-6220

2-Deoxycytidine 5’-triphosphate, lithium salt (D, 98%) (in solution) CP 95%
2’-Deoxycytidine 5’-triphosphate, lithium salt (15N3, 98%) (in solution) CP 95%
2’-Deoxycytidine 5’-triphosphate, lithium salt (13C9, 98%; 15N3, 98%) (in solution) CP 95%

DLM-7509
NLM-6217-CA*
CNLM-6221-CA*

2-Deoxyguanosine 5’-triphosphate, lithium salt (D, 98%) (in solution) CP 95%
2’-Deoxyguanosine 5’-triphosphate, ammonium salt (15N5, 98%) (in solution) CP 95%
2’-Deoxyguanosine 5’-triphosphate, ammonium salt (13C10, 99%; 15N5, 98%) (in solution) CP 95%

DLM-7510
NLM-6218
CNLM-6222

Thymidine 5’-triphosphate, lithium salt (D, 98%) (in solution) CP 95%
Thymidine 5’-triphosphate, lithium salt (15N2, 98%) (in solution) CP 95%
Thymidine 5’-triphosphate, lithium salt (13C10, 98%; 15N2, 98%) (in solution) CP 95%*Please inquire for lithium salts.

Deoxyribonucleoside Monophosphates (dNMPs)
Catalog No.
NLM-3919
CNLM-3918
NLM-3921
CNLM-6834
NLM-6835
CNLM-6836
NLM-3925
CNLM-3924

Description
2’-Deoxyadenosine 5’-monophosphate, lithium salt (15N5, 98%) (in solution) CP 95%
2’-Deoxyadenosine 5’-monophosphate, lithium salt (13C10, 98%; 15N5, 98%) (in solution) CP 95%
2’-Deoxycytidine 5’-monophosphate, lithium salt (15N3, 96%) (in solution)
2’-Deoxycytidine 5’-monophosphate, lithium salt (13C, 98%; 15N, 98%) (in solution) CP 95%
2’-Deoxyguanosine 5’-monophosphate, lithium salt (15N, 98%) (in solution) CP 95%
2’-Deoxyguanosine 5’-monophosphate, lithium salt (13C, 98%; 15N, 98%) (in solution) CP 95%
Thymidine 5’-monophosphate, lithium salt (15N2, 98%) (in solution)
Thymidine 5’-monophosphate, lithium salt (13C10, 98%; 15N2, 98%) (in solution) CP 95%

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

6

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DNA Phosphoramidites
Position-specific labeled DNA molecules can be synthesized using standard phosphoramidite chemistry to overcome the limited chemicalshift dispersion of DNA, as well as to obtain residue-specific functional, structural, and dynamic information.

N-Labeled

15

NLM-6829
NLM-6827
NLM-6826

2’-Deoxyadenosine phosphoramidite (15N5, 98%) CP 95%
2’-Deoxycytidine phosphoramidite (15N3, 98%) CP 95%
2’-Deoxyguanosine phosphoramidite (15N5, 98%) CP 95%

NLM-6823

Thymidine phosphoramidite (15N2, 98%) CP 95%
O

O
OCH3

H3CO

*
N

*
HN

N

O

P

H3C

CH3

N

H3CO

*

O
O

OCH3

*
N

*N

O

*

*

*

N

O

O

H3CO

O

N

H3C

CN

CH3

H3C

P

*

O

O

OCH3
O

*
N
H

CH3
CH3

H3CO

*
N

O

O

O
O

P

H3C

O
CH3

N

CH3 CH3

NLM-6827

CH3

*
HN

CN

CH3

N

CH3 CH3

NLM-6829

N

O
O

O

P

*
NH

*N

O

O

CN

O

*

N

N

CH3 CH3

13

OCH3

HN

CN

CH3 CH3

NLM-6826

NLM-6823

C / 15N-Labeled

Catalog No.
CNLM-6828
CNLM-6830
CNLM-6825
CNLM-6824

Description
2’-Deoxyadenosine phosphoramidite (13C10, 98%; 15N5, 98%) CP 95%
2’-Deoxycytidine phosphoramidite (13C9, 98%; 15N3, 98%) CP 95%
2’-Deoxyguanosine phosphoramidite (13C10, 98%; 15N5, 98%) CP 95%
Thymidine phosphoramidite (13C10, 98%; 15N2, 98%) CP 95%
O

O
OCH3

*
H3CO

O

*

*

O

*

O
H3C

*
N

* *

*
N

*N * N
*

*

*

P

N

*
HN

*

O

CH3

CH3 CH3

CNLM-6828

*

H3CO

OCH3

HN

OCH3

*

*

*
N

* N*

O

*

*

O

*

O

CN
H 3C

*

P

*

H3CO

O

*

*

O

N

*
O

CH3

H 3C

O

*
*N * N * N
H
*
*

*
P

N

*

O

CH3

O

OCH3
O

H3CO

O

O

*

*

H3C

*

*
N

O

*

O

CN

CNLM-6825

*
CH
3

* * *
HN

CH3
CH3

CH3 CH3CH3 CH3

CNLM-6830

*
O

CN

O

*

N *
*
* NH

*

P

N

*

*

O

CH3

CN

CH3 CH3

CNLM-6824

RNA and DNA Ribonucleoside Sets and Mixes
To simplify the purchasing process for those looking to label all residues in an oligomer, CIL offers the following sets for your convenience.
Catalog No.
DLM-7518-CA
NLM-7519-CA
CNLM-7503-CA
CNLM-7871
DLM-7511
NLM-7512
CNLM-7513

Description
Set of 4 ribonucleoside 5’-triphosphates, ammonium salt (D, 98%) (in solution) CP 95%
Set of 4 ribonucleoside 5’-triphosphates, ammonium salt (15N, 98%) (in solution) CP 90%
Set of 4 ribonucleoside 5’-triphosphates, ammonium salt (13C, 98%; 15N; 98%) (in solution) CP 95%
Set of 4 2’-deoxyribonucleoside 5’-monophosphates, lithium salt (13C, 98%; 15N, 98%) (in solution) CP 95%
Set of 4 2’-deoxyribonucleoside 5’-triphosphates, lithium salt (D, 98%) (in solution) CP 95%
Set of 4 2’-deoxyribonucleoside 5’-triphosphates, lithium salt (15N, 98%) (in solution) CP 95%
Set of 4 2’-deoxyribonucleoside 5’-triphosphates, lithium salt (13C, 98%; 15N, 98%) (in solution) CP 95%
Continued ➤Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

cilsales@isotope.com | intlsales@isotope.com | isotope.com 7

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Cambridge Isotope Laboratories, Inc.

RNA and DNA Ribonucleoside Sets and Mixes (continued)
Equimolar Mix
DLM-7862

Equimolar Mix: ATP, CTP, GTP, UTP, ammonium salt (ribose-3’,4’,5’,5”-D4, 98%) (in solution) CP 95%

DLM-8922 (ATP)DLM-8922-CA
DLM-8924-CA
DLM-8923-CA
DLM-8925-CA

DLM-8924 (CTP)

DLM-8923 (GTP)

DLM-8925 (UTP)

Adenosine-5’-triphosphate, ammonium salt (ribose-3’,4’,5’,5’’-D4, 98%) (in solution) CP 95%
Cytidine-5’-triphosphate, ammonium salt (5-D, ribose-3’,4’,5’,5’’-D4, 98%) (in solution) CP 95%
Guanosine-5’-triphosphate, ammonium salt (ribose-3’,4’,5’,5’’-D4, 98%) (in solution) CP 95%
Uridine-5’-triphosphate, ammonium salt (5-D, ribose-3’,4’,5’,5’’-D4, 98%) (in solution) CP 95%

H-1H-NOESY Spectra of the Tetraloop-Receptor RNA (45 nt dimer; 30 kDa). Spectra above are from unlabeled RNA (a, c, e) and selectively deuterated RNA (b, d, f).
The selectively deuterated RNA was prepared using the equimolar mix (CIL catalog no. DLM-7862). The left two panels (a, b) contain NOEs between the H1’ proton and all otherribose protons. The middle two panels (c, d) contain NOEs between the base protons and H1’ protons. The right two panels (e, f) contain NOEs between the base and other ribose
protons. Spectra taken from Davis, J.H., et al. (see reference below) were provided courtesy of professor Sam Butcher at the University of Wisconsin. The sequential assignment
pattern of inter- and intranucleotide NOEs is shown for the D5-RNA. The advantages of the selectively deuterated pattern are evident in these key regions of the spectra.

1

Example Reference
Davis, J.H.; Tonelli, M.; Scott, L.G.; et al. 2005. Helical packing in solution: NMR structure of a 30 kDa GAAA tetraloop-receptor complex. J Mol Biol, 351(2), 371-382.

❛❛The detailed analyses by means of stable isotope-labeled RNA are provided on the interaction between Musashi protein, which
regulates the neural differentiation and its target RNA. It has been difficult to detect chemical shift changes for RNA bases uponcomplex formation, because base signals overlap each other and also with protein signals. This time, however, the introduction of
stable isotope-labeled RNAs enables us to sensitively detect the RNA residues involved in the interaction with protein by utilizing either
carbon or nitrogen frequency in addition to proton frequency.❜❜
Masato Katahira, PhD
Institute of Advanced Energy, Kyoto University (Japan)

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

8

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| Stable Isotope-Labeled Nucleic Acids and Related Compounds

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NMR Spectra of 13C-, 15N-labeled target RNA:r(GGUAGUAGUU)

Identification of RNA residues interactingwith Musashi protein

Observation of intermolecular NOEs between
RNA and Musashi protein

Overlapping of signals is basically resolved owing to theintroduction of either 13C- or 15N-frequencies in addition
to 1H-frequency.

NMR spectra of free 13C-, 15N-labeled target RNA(left) and the complex with Musashi protein (right).
The chemical shift changes for RNA residues interactingwith Musashi protein are sensitively detected becauseof the resolution of overlapping of signals owing to
the introduction of either 13C- or 15N-frequencies
in addition of 1H-frequency.

Intermolecular NOEs are successfully observed from the13
C-edited NOESY spectrum of the complex between
13C-, 15N-labeled target RNA and nonlabeled Musashi
protein.

These data were provided by Dr. Takako Ohyama, Graduate School of Nanobioscience, Yokohama City University, Japan.

Fluorine-Labeled Compounds
The fluorine nucleus is extremely sensitive to the local chemical environment, which leads to a wide chemical shift range. This makes it anexcellent probe for secondary structure, especially where the chemical shift dispersion is limited, such as in RNA. Although researchers haveused 19F-NMR to study nucleic acids for decades, only recently has a larger RNA been uniformly labeled with fluorine and investigated using
19
F-NMR. CIL offers fluorinated nucleoside triphosphates and other related compounds for use in studying structure and dynamics of RNA
using 19F-NMR.
Catalog No.
CLM-11562
ULM-11411-CA
ULM-11243-CA
ULM-11244-CA
ULM-11245-CA
ULM-11246-CA
ULM-11247-CA
CNLM-10422
ULM-11412-CA
ULM-11413-CA
ULM-10698-CA
ULM-10697-CA
ULM-10696-CA
NLM-798
CNLM-3916

Description
2-Fluoroadenosine 5’-triphosphate, lithium salt (2-13C, 98%) (in solution) CP 95%
2-Fluoro-2’-deoxyadenosine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 95%
2’-Fluoro-2’-deoxyadenosine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 90%
2’-Fluoro-2’-deoxycytidine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 90%
2’-Fluoro-2’-deoxyguanosine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 90%
2’-Fluoro-2’-deoxythymidine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 90%
2’-Fluoro-2’-deoxyuridine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 90%
2’-Fluoro-2’-deoxyuridine (uracil-13C4, 99%; 15N2, 98%)
5-Fluoro-2’-deoxycytidine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 95%
5-Fluoro-2’-deoxyuridine 5’-triphosphate, ammonium salt (unlabeled) (in solution) CP 95%
2-Fluoroadenosine 5’-triphosphate (2F-ATP), ammonium salt (unlabeled) (in solution) CP 90%
5-Fluorocytidine 5’-triphosphate (5F-CTP), ammonium salt (unlabeled) (in solution) CP 90%
5-Fluorouridine 5’-triphosphate (5F-UTP), ammonium salt (unlabeled) (in solution) CP 90%
5-Fluorouracil (1,3-15N2, 99%)5-Fluorouracil (13C4, 99%; 15N2, 98%)

Example Reference
Sochor, F.; Silvers, R.; Muller, D.; et al. 2016. 19F-labeling of the adenine H2-site to study large RNAs by NMR spectroscopy. J Biomol NMR, 64(1), 63-74.

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

cilsales@isotope.com | intlsales@isotope.com | isotope.com 9

Cambridge Isotope Laboratories, Inc.

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Miscellaneous Compounds and Starting Materials
RNA Nucleosides
Catalog No.
CLM-3698
CLM-3678
DLM-7676
DLM-7677
DLM-7678
NLM-9750
CNLM-3806-CA
CLM-8518-CA
CLM-3605
CLM-7674
CLM-3611
CLM-3699
CLM-3679
DLM-7681
NLM-3797
CNLM-3807
DLM-9101-CA
DLM-1846
CLM-7688
DLM-7689
CNLM-3808-CA
NLM-3798
CNLM-11120
CLM-11345-CA
ULM-11347-CA
CLM-11344-CA
ULM-11346-CA
CLM-3629
CLM-3630
CLM-3680
DLM-11408-CA
DLM-7693
NLM-812
CDLM-11409-CA
CDNLM-11410-CA
CNLM-3809-CA

Description
Adenosine (ribose-2-13C, 99%)
Adenosine (ribose-13C5, 98%) CP 97%
Adenosine (ribose-1-D, 98%)
Adenosine (ribose-2-D, 97%)
Adenosine (ribose-5,5-D2, 98%)
Adenosine (U-15N5, 98%)
Adenosine (13C10, 99%; 15N5, 98%) CP 95%
Adenosine, hydrate (13C10, 99%)
Adenosine·H2O (ribose-1-13C, 99%) CP 95%
Adenosine·H2O (3’-13C, 98%)
Cytidine (ribose-1-13C, 99%)
Cytidine (ribose-2-13C, 99%)
Cytidine (ribose-13C5, 98%)
Cytidine (ribose-5,5-D2, 98%)
Cytidine (15N3, 98%)
Cytidine (13C9, 99%; 15N3, 99%)
Cytidine·H2O (5,6-D2, 98%) CP 95%
Guanidine·DCl (D6, 98%)
Guanosine·H2O (ribose-1-13C, 98%)
Guanosine·H2O (ribose-5,5-D2, 98%)
Guanosine·H2O (13C10, 99%; 15N5, 98%)
Guanosine·2H2O (15N5, 99%)2’-O-Methyladenosine (13C10, 98%; 15N5, 96%)
Pseudouridine (13C9, 99%; 15N2, 98%) (in solution)
Pseudouridine (unlabeled) (in solution)
Pseudouridine 5’-monophosphate, ammonium salt (13C9, 99%; 15N2, 98%) (in solution)
Pseudouridine 5’-monophosphate, ammonium salt (unlabeled) (in solution)
Ribothymidine (ribose-1-13C, 99%)
Uridine (ribose-1-13C, 99%)
Uridine (ribose-13C5, 98%)
Uridine (5-D, 97%) (in solution) CP 95%
Uridine (ribose-5,5-D2, 98%)
Uridine (15N2, 98%)
Uridine (5-D, 97%; 1’,2’,3’,4’,5’-13C5, 99%) (in solution) CP 95%
Uridine (2,4,5,6-13C4, 99%; 5-D, 97%; 1,3-15N2, 98%) (in solution) CP 95%
Uridine·H2O (13C9, 99%; 15N2, 98%) CP 95%

DNA Nucleosides
CLM-3700
CLM-3701
CLM-7682
CLM-4579
DLM-7683
NLM-3895
CNLM-3896-CA
NLM-3897
CNLM-3898
CLM-7684
CLM-3702
DLM-7685

2'-Deoxyadenosine·H2O (deoxyribose-1-13C, 99%)2'-Deoxyadenosine·H2O (deoxyribose-2-13C, 99%)2'-Deoxyadenosine·H2O (ribose-5-13C, 98%)2'-Deoxyadenosine·H2O (ribose-13C5, 99%)2'-Deoxyadenosine·H2O (ribose-5,5-D2, 98%)2'-Deoxyadenosine·H2O (15N5, 99%)
2’-Deoxyadenosine·H2O (13C10, 99%; 15N5, 98%)2'-Deoxycytidine (15N3, 99%)
2’-Deoxycytidine (13C9, 98%; 15N3, 98%)2'-Deoxycytidine·H2O (ribose-1-13C, 98%)2'-Deoxycytidine·H2O (deoxyribose-2-13C, 99%)2'-Deoxycytidine·H2O (ribose-5,5-D2, 98%)

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

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| Stable Isotope-Labeled Nucleic Acids and Related Compounds

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Miscellaneous Compounds and Starting Materals (continued)
Catalog No.
CLM-7686
CLM-11401-CA
DLM-7687
NLM-3899-CA
CNLM-3900-CA
NLM-10691
CLM-3647
CLM-4289
CLM-3703
CLM-7692
DLM-7691
DLM-3327
NLM-3901
CNLM-4263
CNLM-3902

Description
2’-Deoxyguanosine·H2O (ribose-1-13C, 98%)
2’-Deoxyguanosine·H2O (13C10, 99%) CP 95%
2’-Deoxyguanosine·H2O (ribose-5,5-D2, 98%)
2’-Deoxyguanosine·H2O (15N5, 98%) CP 95%
2’-Deoxyguanosine·H2O (13C10, 98%; 15N5, 96-98%)
α-Thymidine (15N2, 98%)
Thymidine (methyl-13C, 98%) CP 97%
Thymidine (deoxyribose-1-13C, 99%)
Thymidine (deoxyribose-2-13C, 99%)
Thymidine (deoxyribose-3-13C, 99%)
Thymidine (deoxyribose-5,5-D2, 98%)
Thymidine (methyl-D3, ring-6-D, 97%) CP 95%
Thymidine (15N2, 98%)
Thymidine (deoxyribose-13C5, 98%; 15N2, 98%) CP 95%
Thymidine (13C10, 98%; 15N2, 96-98%)

Nitrogenous Bases
CLM-1654
NLM-6924
CLM-1001
CNLM-4424
CLM-1019
NLM-6925
CNLM-3990
CLM-3764
DLM-1089
NLM-3995
CNLM-6945
CLM-3276
CLM-692
CLM-10507
DLM-8633
DLM-8502
NLM-637
CNLM-3917

Adenine (8-13C, 95%) (may contain up to 7% 2-13C)
Adenine·HCl (1⁄2 H2O) (15N5, 98%)
Cytosine (2-13C, 99%)
Cytosine (2-13C, 99%; 1,3-15N2, 98%)
Guanine (8-13C, 99%)
Guanine (15N5, 98%)
Guanine (8-13C, 99%; 7,9-15N2, 98%)
Thymine (6-13C, 99%)
Thymine (α,α,α,6-D4, 98%)
Thymine (1,3-15N2, 98%)
Thymine (13C5, 98%; 15N2, 98%)
Uracil (2-13C, 99%)
Uracil (4,5-13C2, 99%)
Uracil (13C4, 99%)
Uracil (5-D, 98%)
Uracil (5,6-D2, 98%)
Uracil (1,3-15N2, 98%)
Uracil (13C4, 99%; 15N2, 98%)

Chemical purity (CP) is 98% or greater, unless otherwise specified. For research use only. Not for use in diagnostic procedures.

Continued ➤cilsales@isotope.com | intlsales@isotope.com | isotope.com 11

Cambridge Isotope Laboratories, Inc.

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Miscellaneous Compounds and Starting Materals (continued)
Catalog No.

Description

Other
CLM-11441-CA
NLM-12312
DLM-11273-CA
CNLM-8771-CA
DLM-4391
CNLM-4510
NLM-6715
CNLM-3832
CNLM-4392
NLM-8712-CA
DLM-6142
DLM-7471
DLM-7473
DLM-7472
CLM-11510-CA
CLM-11442-CA
CLM-9427-CA
CNLM-10505
CLM-11443-CA
CLM-11348-CA
CLM-3629
CLM-8700-CA

Adenylosuccinate (AdS), ammonium salt (ribose-13C5, 99%) (in solution) CP 95%
DL-Allantoin (15N4, 98%) CP 97%
2’,3’-cGAMP, ammonium salt (adenosine-1’,2’,3’,4’,5’,5’’-D6, 98%) (in solution) CP 90%
2’-Deoxyuridine, ammonium salt (13C9, 99%; 15N2, 98%) (in solution) CP 90%
5,6-Dihydrothymine (5,6,6-D3, methyl-D3, 99%)
5,6-Dihydrouracil (13C4, 99%; 15N2, 98%)
8-Hydroxy-2’-deoxyguanosine (15N5, 98%) CP 95%
8-Hydroxyadenine (8-13C, 98%; 6,9-diamino-15N2, 98%)
5-Hydroxycytosine (2-13C, 99%; 1,3-15N2, 98%)
Inosine 5’-monophosphate, ammonium salt (15N4, 98%) (in solution) CP 95%
5-Methyl-2’-deoxycytidine·HCl (methyl-D3, ring-6-D, 96%) CP 95%
3-Methyladenine (methyl-D3, 98%)
6-O-Methylguanine (methyl-D3, 98%)
7-Methylguanine (methyl-D3, 98%)
Orotidine 5’-monophosphate, ammonium salt (ribose-13C5, 99%) (in solution)
1-(5’-Phosphoribosyl)-4-(N-succinocarboxamide)-5-aminoimidazole, ammonium salt (ribose-13C5, 99%) (in solution) CP 95%
1-(5’-Phosphoribosyl)-5-amino-4-imidazole-carboxamide salt (2NH4+) (ribose-13C5, 99%) CP 90%
2-Pyrimidinone (2-13C, 99%; 15N2, 98%)
1-Ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole, ammonium salt (ribose-13C5, 99%) (in solution) CP 95%
1-Ribosyl-5-aminoimidazole-4-carboxamide (acadesine) (ribose-13C5, 99%)
Ribothymidine (ribose-1-13C, 99%)
Xanthosine-5’-monophosphate, ammonium salt (13C10, 99%) (in solution) CP 95%

12 tel: +1.978.749.8000 | 1.800.322.1174 (USA) | fax: +1.978.749.2768

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

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Tips and Tricks
Unit Size Conversions
mg to µmol Conversion
Shorthand Formula:amt in µmol =amt in mg
× 1000
MW of compound

I would like to order 50 mg of CNLM-4269-CA. How many µmol is that?
Shorthand example:
50 / (606.2) × 1000 = 82.48 µmol
Longhand example:
50 mg ×1g
1 mol1000 mmol
1000 µmol
×××= 82.48 µmol
1000 mg 606.2 g
1 mol
1 mmolµmol to mg Conversion
Shorthand Formula:amt in mg =(amt in µmol × MW of compound)1000

How many mg of material are in the 20 µmol size of CNLM-4269-CA?
Shorthand example:(20 × 606.2) / 1000 = 12.12 mg
Longhand example:
20 µmol ×

1 mmol1 mol
606.2 g1000 mg××
×= 12.12 mg
1000 µmol 1000 mmol
1 mol
1g

❛❛CIL has been a strong supporter of NMR methods of development over the years, providing critical isotope-enriched reagents forresearch and development, without which many of the recent advances in biomolecular NMR would simply not have been possible.
In particular, the broad biological impact and tremendous success of the multi-dimensional triple-resonance biomolecular NMR would
not have been achieved without the high quality and broadly accessible reagents that CIL has provided to the scientific community
over the last 40 years.❜❜
Gaetano Montelione, PhD
Nexomics Biosciences (USA)❛❛We have enjoyed a close working relationship with CIL for over 15 years, both as a customer and a collaborator. We’ve had greatinteractions with sales, management, and the chemists from top to bottom. CIL is a great company that you can really work within this specialized area. We’ve been able to do science that we couldn’t have done without working with CIL.❜❜James R. Williamson, PhD
The Skaggs Institute for Chemical Biology – The Scripps Research Institute (USA)cilsales@isotope.com | intlsales@isotope.com | isotope.com 13

Cambridge Isotope Laboratories, Inc.

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Top 10 Reasons to Use Ammonium Salts
1.

Self-buffering (pH ~7.6).

2.

“Soft cation.”

3.	Nucleotides of ammonium salts are active with polymerases, synthetases, andphosphatases.
4.

Volatile counter-ion.

5.	The ammonium cation can be easily exchanged using DOWEX cationexchange resin.
6.	The pH does not change during drying of the nucleotide (i.e. “speed-vac,”lyophilize).
7.	Stoichiometry between the counter-ion and the nucleotide is preserved.
8.

Routinely compatible in down-stream syntheses.

9.	Compatible in a variety of down-stream chromatography applications.
10.	Tested to be comparable in side-by-side, in vitro transcription reactions!

14tel: +1.978.749.8000 | 1.800.322.1174 (USA) | fax: +1.978.749.2768

A Special Thanks
to Our Partner
Cassia LLC was founded in 2005 by noted
NMR spectroscopists Drs. Jamie Williamsonand Lincoln Scott. CIL gives special thanks
to Cassia for the special relationship thatcombines CIL’s isotopic material production
and marketing with Cassia’s uniqueexpertise in RNA and DNA biosynthesis.
Since 2005, CIL and Cassia have developed
the most extensive product line of stable
isotope-labeled RNA and DNA triphosphates, DNA phosphoramidites and otherrelated compounds. All of these products
are routinely available from CIL.

isotope.com

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

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Cambridge Isotope Laboratories, Inc.

| Stable Isotope-Labeled Nucleic Acids and Related Compounds

Please visit isotope.com for a complete list of isotope-labeled compounds.
Cambridge Isotope Laboratories (CIL) is the world leader in the separation and manufacture ofstable isotopes and stable isotope-labeled compounds. For over 40 years, CIL has remained thepremier supplier of stable isotopes for NMR- and MS-based research applications. These products
include a diverse line of RNA / DNA products, minimal media reagents (carbohydrates, ammonium
salts), cell-free expression reagents and kits, free and protected amino acids, as well as cell-growth
media for eukaryotic and prokaryotic cell lines. Additionally, CIL offers a comprehensive line of
deuterated solvents, detergents, and buffers. Our products have been specifically designed andtested with the most discerning NMR and MS spectroscopists in mind. CIL actively supports theworld’s NMR and MS communities through meeting sponsorships and customer collaborations.

Research products are distributed and sold worldwide
via our extensive network.
CIL’s distributor listing is available at isotope.com.

To request a quotation or place an order:
North America: 1.978.749.8000 | 1.800.322.1174 | cilsales@isotope.com
International: +1.978.749.8000 | intlsales@isotope.com
Fax: 1.978.749.2768 | isotope.com
For research use only. Not for use in diagnostic procedures.

Cambridge Isotope Laboratories, Inc. 3 Highwood Drive, Tewksbury, MA 01876 USA
North America: 1.800.322.1174 | International: +1.978.749.8000 | fax: +1.978.749.2768 | isotope.com

RNA_DNA_CATALOG (10/11/23)
Supersedes all previously published literature