bluuebunny/crossref_metadata_2025_split huggingface dataset:
Labelled compounds of potential biological interest VI. Preparation of some labelled local anaesthetic aminoethers
Authors: Gosztonyi Tamas , Domeij Karl Erik , Sandberg Rune 
Published: October 2006

Abstract2′‐(2‐Diisopropylaminoethoxy)‐butyrophenone (ketocaine) and 1‐butoxy‐2‐(2‐diisopropylaminoethoxy)‐benzene show a good anaesthetic effect on topical application. The synthesis of both of these compounds specifically labelled with 14C is described. The preparation of ketocaine generally labelled with tritium and specifically labelled with deuterium is also reported.
Nouvelle Methode De Synthese d'Olefines Deuteriees En Position Selective
Authors: Quintard J. P. , Pereyre M. 
Published: October 2006

AbstractTous les styrères mono, di ou tri‐deutériés sur la partie vinylique sont obtenus sélectivement par une méthode organostanique rapide et pratique.Le procédé fait intervenier l'addition d'un hydrure (ou deutériure) organostannique au phénylacéne (deutérié ou non) suivie de transmétallation par le butyllithium et de réaction des lithiens vinyliques obtenus avec l'acide acétique (deutérié ou non).De telles synthèsis sont susceptibles d'étre généralisées à un certain nombre d'autres systèmes vinyliques.
Non‐specific tritiation of some carcinogenic aromatic amines
Authors: Breeman G. E. M. , Kaspersen F. M. , Westra J. G. 
Published: October 2006

Abstract2‐Aminofluorene, 4‐amino‐3‐methylbiphenyl, 4‐amino‐biphenyl and 4‐amino‐4′‐fluorobiphenyl were tritiated by acid catalyzed exchange of the corresponding nitro compounds followed by catalytic reduction. The exchange reactions were carried out by heating the nitro compounds in [3H]‐trifluoroacetic acid with a catalytic amount of trifluoromethanesulphonic acid (TFMS). No loss of tritium could be detected during the conversion of the tritiated nitro compounds into the corresponding amines by catalytic hydrogenation. Incorporation into the ortho position is very low (< 4%). During the metabolic activation and binding of the tritiated N‐acetyl‐2‐aminofluorene to rat liver DNA in vivo, no tritium exchange occurred.
Synthesis of potassium [14C] dicloxacillin
Authors: Ferdinandi E. S. 
Published: October 2006

AbstractA synthesis of potassium [14C] dicloxacillin, labelled in the 3‐position of the isoxazole ring, is described. The compound, having the specific activity 21 mCi/mmole, was obtained in 30% overall yield from ethyl [3‐14C] acetoacetate.
Synthesis of 5‐nitrofuran‐2 [14C] aldehyde diacetate and the antibacterial agent [14C]‐nifuroxazide
Authors: Elsom L. F. , Hawkins D. R. 
Published: October 2006

AbstractFuran‐2‐[14C] carboxylic acid has been prepared in 74% yield by carbonation of 2‐furyl‐lithium. Furan‐2‐[14C] aldehyde was isolated as the diacetate after catalytic reduction of the corresponding acid chloride. Nitration gave 5‐nitrofuran‐2‐[14C] aldehyde diacetate and after hydrolysis to the aldehyde was condensed with 4‐hydroxybenzhydrazide to give 5‐nitrofuran‐2‐[14C]‐aldehyde 4′‐hydroxybenzoylhydrazone, [14C]‐nifuroxazide, in an overall radiochemical yield of 15% from barium [14C]‐carbonate.
Synthesis of 14C‐labeled flame retardants. 14C‐labeled‐tetrabromophthalic anhydride and tetrabromobisphenol‐A
Authors: Susán Alexander B. , Ebert David A. , Duncan William P. 
Published: October 2006

AbstractThe multistep syntheses of tetrabromophthalic‐1,2,3,4,5,6‐U‐14C anhydride 6, and 3,5,3′,5′‐tetrabromo‐4,4′‐isopropylidenedi‐(phenol‐U‐14C) 11, are described. The synthesis pathway to 6 includes a novel preparation of phthalic acid‐1,2,3,4,5,6‐U‐14C acid from benzene‐U‐14C. Both 6 and 11 were obtained in 9% overall radiochemical yield (based on benzene‐U‐14C).
A simple method for the synthesis of specific [2H] and [3H]labelled methyl‐hydroxylated derivatives of 7,12‐dimethylbenz[a]anthracene
Authors: Fu Peter P. , Yang Shen K. 
Published: October 2006

AbstractSpecific [2H] and [3H]labelled methyl‐hydroxylated derivatives of 7,12‐dimethylbenz[a]anthracene (DMBA), 7‐hydroxymethyl‐12‐methylbenz[a]anthracene, 7‐methyl‐12‐hydroxymethylbenz[a]anthracene, and 7,12‐dihydroxymethylbenz[a]anthracene, were synthesized with good yield and high specific activity. The method involved two simple steps; oxidation of the unlabelled methyl‐hydroxylated DMBA to the corresponding formyl derivatives followed by reduction with either sodium borodeuteride or sodium borotriteride to yield the [2H] or [3H]labelled methyl‐hydroxylated derivatives with the isotope specifically attached to benzylic carbons.
Derivate von [103Ru]‐methyl‐ruthenocen Konstitution und Organ‐verteilung von Potentiellen Radiopharmaka
Authors: Schneider Michael , Wenzel Martin 
Published: October 2006

AbstractSynthesis and organ distribution of the oxidation products of methylruthenocene up to ruthenocene acid and of various derivatives of hydroxymethylruthenocene labelled with 103Ru are described. Hydroxymethylruthenocene and ruthenocenecarboxaldehyde show like ruthenocene acid a comparable organ distribution and a high affinity to the kidneys. Probable hydroxymethylruthenocene and the aldehyde are oxidizid in vivo and then excreted as acid or as conjugate via kidneys. The benzoic acid ester of hydroxymethylruthenocene enriches in the adrenals with high contrast to kidneys. Tumor affinity of all compounds tested was low.
3‐(1,2‐Diphenylethyl)‐1,4,5,6‐Tetrahydro‐1,2,4‐Triazine‐3_14C Monohydrochloride
Authors: McKendry Lennon H. 
Published: October 2006

Abstract3‐(1,2‐Diphenylethyl)‐1,4,5,6‐tetrahydro‐1,2,4‐triazine‐3‐14c hydrochloride (6) with a specific activity of 25.53 mCi/mmole was prepared in a 66.1% yield from benzyl cyanide‐1‐14C via a three step process.
Synthesis of Shikimic‐6‐13C acid
Authors: Hollstein Ulrich , Mock David L. , Sibbitt Randy R. , Roisch Uta , Lingens Franz 
Published: October 2006

AbstractShikimic‐6‐13C acid, 43 ± 5% enriched, was synthesized from 91% enriched acetic‐2‐13C acid via 91% enriched phosphoenolpyruvic‐3‐13c acid. The latter intermediate was condensed with erythrose‐4‐phosphate by a cell free extract of E. coli 83‐24.
Synthesis of deuterium and tritium labeled 2‐acetamido‐ 5,6‐dimethylbenzimidazole
Authors: Hsi Richard S. P. , Skaletzky Louis L. 
Published: October 2006

AbstractSynthesis of 2‐acetamido‐5,6‐dimethylbenzimidazole, labeled with deuterium and tritium at the 4‐ and 7‐Dositions of the benzimidazole ring system, is described. 4,5‐Dimethyl‐O‐phenyl‐enediamine is deuterated and tritiated in the 3‐ and 6‐positions by means of exchange with deuterated and tritiated water. These relatively labile labels are rendered stable after formation of the benzimidazole rinq system. The stability of the labels in 2‐acetamido‐5,6‐dimethyl[4,7‐3H]benzimidazole is ascertained.
The enzymatic preparation of L(+)‐3‐hydroxy(3‐14C)butyrate
Authors: Dombrowski George , Chao Kuen‐Lan , Swiatek Kenneth R. 
Published: October 2006

AbstractL(+)‐3‐hydroxy(3‐14C)butyrate was prepared by treating the D, L‐racemic mixture with the stereospecific D‐(−)‐3‐hydroxybutyrate dehydrogenase enzyme. The unfavorable equilibrium position of the dehydrogenase was overcome by the addition of acetaldehyde and alcohol dehydrogenase. The D‐isomer was converted by this treatment to acetoacetate. The unreacted L(+)‐3‐hydroxy(3‐14C)butyrate was then isolated by preparative silica gel chromatography in an overall yield of 65%.
A convenient method for production of 11C‐labelled glucose
Authors: Ehrin E. , Westman E. , Nilsson S.‐O. , Nilsson J. L. G. , Widen L. , Greitz T. , Larsson C.‐M. , Tillberg J.‐E. , Malmborg P. 
Published: October 2006

AbstractA convenient photosynthetic method for production of 11C‐ labelled glucose has been designed using the green alga Scenedesmus obtusiusculus Chod. The organism converts H11CO3 to glucose in 50‐70% yield. The total time needed for the synthesis and isolation of the glucose is 25‐30 minutes.
The synthesis of 13‐cis‐retinoic acid‐6,7‐14C
Authors: Muccino Richard R. , Wasiowich Carol A. 
Published: October 2006

AbstractA route to crystalline 13‐cis‐retinoic acid‐6,7‐14C (1) has been developed. Addition of acetylene‐1,2‐14C to 6‐methyl‐5‐hepten‐2‐one (4) gave dehydrolinalool‐1,2‐14C (5) which was catalytically transformed into citral‐1,2‐14C (6) and then condensed with acetone to give pseudoionone‐4,5‐14C (7). Ring closure of 7 gave β‐ionone‐6,7‐14C (8) which upon addition of vinyl Grignard give vinyl‐β‐ionol‐6,7‐14C (9). Conversion of 9 to its triphenylphosphonium salt 10 and condensation of the Wittig reagent from 10 with 4‐hydroxy‐3‐methylbut‐2‐enolide (11) gave a mixture from which pure 13‐cis‐retinoic acid‐6,7‐14C (1) could be crystallized.
A facile micromolar reduction of [1,2,3,4,10‐14C]aldrin to 6,7‐dihydro[1,2,3,4 10‐14C]aldrin
Authors: Lewis Neil J. , Cazer Frederick D. 
Published: October 2006

AbstractThe preparation of 6,7‐dihydro[1,2,3,4,10‐14C]aldrin is reported by catalytic reduction of [1,2,3,4,10‐14C]aldrin. Modification of previously published conditions afforded the desired product in 97.1% yield as assayed by electron capture gas chromatography. The convenient one vessel reaction proceeds rapidly to give the high purity product in twenty minutes at atmospheric pressure.
The preparation of aromatic astatine compounds through aromatic mercury‐compounds
Authors: Visser Gerard W. M. , Diemer Eduard L. , Kaspersen Frans M. 
Published: October 2006

AbstractAromatic astatine compounds can be prepared under mild conditions in high yields by reaction of astatine with aromatic mercury compounds.Compared to direct electrophilic astatination this procedure is an easy and clean method for the introduction of astatine in aromatic compounds.
Tritiation of the nitroxide spin labeled fatty acid 14‐proxylstearic acid
Authors: Keana John F. W. , Boyd Steven A. 
Published: October 2006

AbstractThe nitroxide spin labeled fatty acid 14‐proxylstearic acid (1) was tritium labeled (likely at the 2‐position) by a platinum black catalyzed exchange reaction in tritiated hot aqueous potassium hydroxide. The recovery of pure tritiated 1 was 565, with a specific activity of 260 mCi/mM.
Electron spin resonance spectroscopy studies of 99Tc in aqueous solutions. Part II
Authors: Heitzmann Martin W. , Yang George C. , Ford Leonard A. , Benson Walter R. 
Published: October 2006

AbstractThe addition of NaNO2 to aqueous NH4TcO4 yielded paramagnetic Tc complexes when reduced in HCl solutions. Similar or identical complexes are produced by reduction of NH4TcO4 with hydroxyl amine in acidic, neutral, and basic solutions.
New synthesis of carbamate, thiocarbamate and urea type herbicides: Preparation of 14C‐labelled diuron and E P T C
Authors: Volford J. , Knausz D. , Meszticzky A. , Horváth L. , Csákvári B. 
Published: October 2006

AbstractN,N‐dialkyl‐carbamic acid‐trimethylsilyl‐esters were synthesized starting with 14CO2. The new synthesis route is simple and provides good radiochemical yield. Silyl‐carbaminates directly or thorough carbamoyl‐halogenides may be used for preparation of labelled herbicides: carbamates, thiocarbamates and ureas.
Preparation of tritiated 2,4‐diamino‐5‐adamantyl‐6‐methylpyrimidine
Authors: Zakrzewski Sigmund F. , Evans E. Anthony 
Published: October 2006

AbstractTritium labeled 2,4‐diamino‐5‐adamantyl‐6‐methylpyrimidine was prepared by a platinum metal catalyzed tritium exchange for 4 hr at 70°. The crude material was purified on a Sephadex G‐25 column and converted to its water soluble ethanesulfonate salt. The analysis of the purified material revealed that 43% of the tritium was located in the 6‐methyl group and the remainder in the adamantane moiety of the molecule.
Synthesis of N‐(2‐piperidylmethyl)‐2,5‐BIS(2,2,2‐trifluoroethoxy)benzamide‐carbonyl‐14C acetate (flecainide‐14C acetate)
Authors: Banitt E. H. , Conard G. J. 
Published: October 2006

AbstractN‐(2‐Piperidylmethyl)‐2,5‐bis(2,2,2‐trifluoroethoxy)benzamide acetate (flecainide acetate; R‐818), a new antiarrhythmic agent, was labelled with carbon‐14 at the carboxamide position for metabolic studies. A three‐step synthetic route starting from 2,5‐dihydroxybenzoic acid‐carboxyl‐14C provided chemically pure flecainide‐14C acetate in 37.0% overall yield. Thin layer chromatographic analysis indicated that the carbon‐14 labelled product (12.28 mCi/mmol) was at least 99.5% radiochemically pure.
Selenium incorporation into sulphur amino acids and glutathione and the stability of the incorporation products
Authors: Czauderna M. , Samochocka K. 
Published: October 2006

AbstractThe reaction of 75Se‐sodium selenite with cysteine, cystine and glutathione was studied. Selenodicysteine and selenodiglutathione were obtained as the incorporation products of inorganic selenium. The incorporation of selenium into these organic compounds is greatly affected by pH. The equilibrium constants of the selenodicysteine and selenodiglutathione formation were calculated. The stability of selenodicysteine in a strong acidic solution, in the hydrogen peroxide solution and in the presence of mercaptoethylamine were investigated. The mechanism of the decomposition of the investigated selenium compounds was suggested.
Preparation of tritium‐labeled 4‐hydroxy‐α‐[p‐(2‐(N‐pyrrolidinyl) ethoxy) phenyl]‐α′‐nitrostilbene (CN‐928), a biologically‐important metabolite of the antiestrogen CI‐628
Authors: Katzenellenbogen John A. , Tatee Tochiro , Robertson David W. 
Published: October 2006

Abstract3‐3H‐4‐hydroxy‐α‐[p‐(2‐(N‐pyrrolidinyl)ethoxy)phenyl]‐α'‐nitro‐stilbene (3H‐CN‐928), a tritium‐labeled metabolite of the Park‐Davis antiestrogen CI‐628, was prepared by catalytic hydrogenolysis of the corresponding 3‐iodo‐CN‐928 with carrier‐free tritium gas. The precursor was prepared either by iodination of CN‐928, or by total synthesis from 3‐iodo‐4‐hydroxybenzoic acid. The final material was obtained with a specific activity of 22 Ci per mmole, which is sufficiently high for receptor binding studies.
Tritium incorporation into solvents under the conditions of catalytic dehalogenation
Authors: Černý B. , Hanuš J. 
Published: October 2006

AbstractIncorporation of tritium into selected polar solvents was studied in the presence of bases and buffering substances. Tritium gas was used as a tritium source and the, reaction was catalyzed by PdO, Pd/BaSO4, Raney nickel.
Synthesis of 14C‐labeled O‐acetyl‐L‐serine, O‐benzoyl‐L‐serine, β‐N‐phenyl‐L‐asparagine, benzyl glycinate, and α‐dimethylaminoisobutyric acid
Authors: Adam William E. , Snook Edward W. , Curphey Thomas J. 
Published: October 2006

AbstractSyntheses and analyses are described for β‐N‐phenyl [14C(U)]‐L‐asparagine, O‐acetyl [1‐14C]‐L‐serine, O‐benzoyl [7‐14C]‐L‐serine, benzyl[7‐14C]glycinate p‐toluenesulfonate, benzyl glycinate[1‐14C] p‐toluenesulfonate, and α‐dimethylaminoisobutyric acid[1‐14C].
Synthesis of 14C‐labelled polychlorobiphenyls derived from the labelled 4‐chloro‐, 2,5‐dichloro‐, 3,4‐dichloro‐, 2,3‐dichloro‐2,4,5‐trichloro‐ and 2,3,6‐trichloroanilines
Authors: Bergman Å. , Bamford I. , Wachtmeister C. A. 
Published: October 2006

Abstract[14C] Aniline hydrogen sulphate was acetylated, and the acetanilide obtained was chlorinated with N‐chlorosuccinimide to 2‐chloro, 4‐chloro‐ and 2, 4‐dichloroacet[14C] anilide. The labelled 2‐ and 4‐chloroacet[14C] anilides were hydrolyzed and treated with aluminium chloride, hydrogen chloride and chlorine in dry dichloromethane to give the major products 2, 5‐dichloro‐ and 3, 4‐dichloro [14C] aniline. The labelled 2, 3‐dichloro‐ and 2,3, 6‐trichloroanilines were obtained as minor products from the chlorination of 2‐chloro [14C] aniline, likewise 2,4, 5‐trichloroaniline was obtained from 4‐chloro [14C] aniline. The [14C] anilines prepared were coupled with benzene, 1, 4‐dichloro‐, 1, 2‐dichloro or 1, 3‐dichlorobenzene to give 4‐chloro‐, 2, 3′,4′, 5‐tetrachloro‐, 2, 3, 3′, 4′ ‐ tetrachloro‐, 3,3′, 4,4′‐tetrachloro‐, 2, 2′, 5,5′‐tetrachloro‐, 2, 2′, 3,3′‐tetrachloro‐, 2, 2′, 3, 5′, 6‐pentachloro‐, 2, 2′, 4, 4′, 5‐pentachloro‐ and 2, 3′,4, 5, 5′‐pentachloro[14C]biphenyl.3, 4‐Dichloro [14C] aniline and biphenyls prepared from this aniline were found to be contaminated by bromoanalogues. The origin of these have been studied.
No‐carrier‐added bromination of estrogens with chloramine‐t and Na77Br
Authors: Mazaitis J. K. , Francis B. E. , Eckelman W. C. , Gibson R. E. , Reba R. C. , Barnes J. W. , Bentley G. E. , Grant P. M. , O'Brien H. A. 
Published: October 2006

AbstractThe syntheses of monobromohexestrol and 17α‐bromoethynylestradiol are described as examples of bromination of phenolic and ethynyl moieties using Chloramine‐T. This technique represents a unique method of producing no‐carrier‐added radiobromoethynylderivatives. However, more efficient chromatography is needed to separate the chloroderivative, which is a side product of the reaction, from the radio‐bromoderivative.
Synthesis of 4‐fluoro‐2, 3‐dimethyl‐1‐phenyl‐3‐pyrazoline‐5‐one (4‐fluoroantipyrine) and 18f‐labeled analog by direct fluorination of antipyrine with molecular fluorine
Authors: Shiue C.‐Y. , Wolf A. P. 
Published: October 2006

AbstractA facile procedure for preparing 4‐fluoroantipyrine is reported. Treatment of antipyrine with molecular fluorine gives 4‐fluoroantipyrine (3) and 4,4‐difluoro‐3‐hydroxy‐2,3‐dimethyl‐1‐phenylpyrazolidin‐5‐one (2). The product distribution depends on the ratio of antipyrine and molecular fluorine. The same procedure is used to prepare [18F]‐4‐fluoroantipyrine with high specific activity.
Synthesis of 14C‐labelled 2‐(p‐chloro‐α‐hydroxybenzyl)‐benzimidazole (HBBPC)
Authors: Durand A. , Beney C. , Duc C. Luu , Delord Cl. Agnius 
Published: October 2006

Abstractp‐Chloro[14C]mandelic acid 2 was prepared from [14C]potassium cyanide and p‐chlorobenzaldehyde 1. The condensation of p‐chloro[14c] mandelic acid with 1,2‐diamino benzene 3 gave the title benzimidazole 4 labelled at the carbon atome 2 of the heterocyclic ring.
Synthesis of imipramine labelled with four deuterium atoms in 10, 11 positions
Authors: Chaudhuri Naba K. , Ball Thomas J. 
Published: October 2006

AbstractThe synthesis of imipramine labelled with four deuterium atoms in 10, 11 positions is described. The intermediate, trideutero‐o‐nitrotoluene was prepared by reduction of o‐nitrobenzoic acid with B2D6 followed by conversion of the resulting alcohol to the chloride and selective reduction of the chloride with NaBD4 in dimethyl sulfoxide. Trideutero‐o‐nitro‐toluene was then converted to tetradeutero‐2,2′‐dinitrodibenzyl by treatment with K‐tert butoxide in presence of air. The dinitro compound was reduced to a diamino compound which was then cyclized by heating its diphosphate salt, and the resulting amine on reaction with 1‐chloro‐3‐dimethylaminopropane gave tetradeuterated imipramine.
9α, 11α ‐tritiummarkierte östradiolderivate
Authors: Römer Johannes , Schwarz Sigfrid , Weber Gisela 
Published: October 2006

AbstractIn present work the syntheses of derivatives of 9α, 11α tritium labelled estradiols are described. Estron, estradiol, 17α‐ethynylestradiol and its 3‐isopropylsulfonyl ester were synthesized with high specific activity. Comparing the specific activities of all products it was obvious that tritium is exchanged in considerable amount in the strongly alkaline medium of ethynylation step. We believe that this exchange is attributed to tritium in benzylic positions.
Stablity upon storage, analysis and purification of 14C‐ and 3H‐labeled polycyclic aromatic hydrocarbons (PAH) and their metabolites
Authors: Susàn Alexander B. , Rohrig Timothy P. , Wiley James C. 
Published: October 2006

AbstractThe studies on the stability, analysis and purification of several 14C‐ and 3H‐labeled polycyclic aromatic hydrocarbons such as benzo[a]‐pyrene, benzo[e]pyrene, and dibenz[a,c]anthracene and their metabolites such as dihydrodiols, phenols, and tetrahydrodiol epoxides are reported.
Preparation of radioactively labelled indole‐3‐acetic acid precursors
Authors: Hofmann Frieder , Rausch Thomas , Hilgenberg Willy 
Published: October 2006

AbstractA microscale method for the synthesis of indole‐3‐acetaldehyde, indole‐3‐ethanol, indole‐3‐acetaldoxime and indole‐3‐acetonitrile from radioactively labelled tryptophan with high yield and no reduction in specific radioactivity is described.
Production of carbon‐11 labelled methyl iodide by direct recoil synthesis
Authors: Wagner R. , Stöcklin G. , Schaack W. 
Published: October 2006

AbstractA novel method for a one‐step on‐line production of no carrier added 11CH3I is described. The method makes use of recoil reactions of 11C‐atoms, produced via the 14N(p, α) 11C‐process in a gaseous N2‐HI flow target system. The radiochemical yield of 11CH3I under optimized conditions is 25 %. Separation from 11CH4 which is formed with a radiochemical yield of 45 % and from high boiling by‐products is readily achieved by washing and trapping procedures. Up to 90 mCi of pure 11CH3I have been produced with specific activities of about 300 Ci/mmol after a 40 minute collection time.
Tritiummarkierung Eines Neuen Steroids mit Fertilitätshemmenden Eigenschaften: 3‐methoxy‐14β, 15β‐methylen‐[9α, 11α‐3H]‐Östra‐1,3,5(10)‐trien‐17β‐OL
Authors: Wagner H. , Römer J. , Kasch H. 
Published: October 2006

AbstractThe synthesis of a [9α, 11α‐]‐tritium‐labelled new steroid with interceptive — post‐coital antifertility — activity, 3‐methoxy‐14β, 15β‐methylene‐estra‐1,3,5(10)‐triene‐17β‐ol, starting with the catalytic tritiation of 3‐methoxy‐estra‐1,3,5(10), 9(11)‐tetraene‐14α, 17β‐diol, is described.3‐Methoxy‐14β, 15β‐methylene‐[9α, 11α‐3H]‐estra‐1,3,5(10)‐triene‐17β‐ol was obtained in a four‐step synthesis with high specific activity (3,8 Ci/mmole) and radiochemical purity better than 99 %. Radiolysis and storage conditions are examined.
Preparation of cis,cis‐, trans,cis‐, cis,trans‐ and trans,trans‐12,15‐octadecadienoic‐9,10‐d2 acids, methyl esters and triglycerides
Authors: Rakoff Henry , Emken Edward A. 
Published: October 2006

AbstractMethyl cis,cis‐, trans,cis‐, cis,trans‐, and trans,trans‐12,15‐octadecadienoates‐9,10‐d2 were prepared by the Wittig Reaction between cis‐ or trans‐3‐hexenyltriphenylphosphonium bromide and methyl 12‐oxododecanoate‐9,10‐d2 with butyl lithium in ethyl ether. At room temperature, the Wittig Reaction gave a product mixture with 80‐85% cis geometry in the double bond formed. When the reaction was run at −40°C, followed by protonation with methanol and slow warm‐up to room temperature, the product mixture had 60‐65% trans geometry in the double bond generated. Mixtures of the cis,cis and trans,cis and of the cis,trans and trans,trans isomers were separated by partial silver resin chromatography, and the individual pure fatty esters were converted to the triglycerides through the respective acid chlorides. Melting points and nuclear magnetic resonance chemical shifts are presented.
Specific tritium labelling of thyroliberin on histidyl and prolyl residues
Authors: Levine‐Pinto H. , Morgat J. L. , Fromageot P. 
Published: October 2006

AbstractTritiation of thyroliberin (L‐(Glu‐L‐His‐L‐Pro‐NH2) starting from the L‐[Δ3‐Pro3]‐TRF, on prolyl and histidyl residues is being dealt with below.By catalytic tritiation of the double bond, followed by iodination of histidyl residue and catalytic deshalogenation in presence of tritium gas, TRF was labelled with a specific radioactivity close to the theoretical value. 3H‐[2,5‐His2‐3,4‐Pro3]‐TRF retained all biological potencies.