Compound: 64987-85-5
SMILES: O=C1N(C(=O)C=C1)CC2CCC(C(=O)ON3C(=O)CCC3=O)CC2
InChIKey: JJAHTWIKCUJRDK-UHFFFAOYSA-N
Synonyms: 64987-85-5, N-Smc-carboxylate, B357P1G1IF, N-(4-Carboxycyclohexylmethyl)maleimide N-hydroxysuccinimide ester, N-Hydroxysuccinimidyl 4-(N-maleimidomethylcyclohexane)-1-carboxylate, DTXSID30215307, N-Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid, 1H-Pyrrole-2,5-dione, 1-((4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)cyclohexyl)methyl)-, Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylate, SMCC compound, RefChem:394650, DTXCID90137798, SMCC, 71875-81-5, 2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate, N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, TRANS-4-(MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLIC ACID-NHS, SMCC crosslinker, N-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate, trans-2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate, MFCD00009634, MFCD08274640, C16H18N2O6, succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate, (2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate, N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate, trans-2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexane-1-carboxylate, (2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarboxylate, NSC 344483, NSC-344483, Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate, 2,5-dioxopyrrolidin-1-yl (1s,4s)-4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylate, 2749892-58-6, 1-[(4-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}cyclohexyl)methyl]-1H-pyrrole-2,5-dione, 2,5-dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexane-1-carboxylate, 2,5-dioxopyrrolidin-1-yl 4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylate, SMCC;(2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate;trans-2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate, UNII-B357P1G1IF, 2,5-dioxopyrrolidin-1-yl 4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylate, 4-(MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLIC ACID-NHS, Smcc Crosslinker(Trans), SCHEMBL45664, SCHEMBL181744, orb1298356, orb2645417, SMCC?97%, CHEBI:63174, GLXC-23703, CS-B1513, NSC344483, 4-(n-maleimidomethyl)cyclohexane-1-carboxylic acid n-hydroxysuccinimide ester, AKOS015900701, AKOS016014151, FS27894, 2,5-dioxopyrrolidin-1-yl (1r,4r)-4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylate, AC-28738, AS-11123, AS-74774, BP-20230, BP-20408, BP-25107, HY-42360, SY019092, SY034493, CS-0058807, NS00035769, U0143, D70437, F214622, F334377, N-succinimidyl 4-(maleimidome.)cyclo-hexanecarboxylate, Q27132436, Q27274295, Succinimido 4-(N-maleimidomethyl)cyclohexanecarboxylate, N-Succinimidyl 4-(maleimidomethyl) cyclohexanecarboxylate, N-Succinimidyl 4-(N-Maleimidomethyl) cyclohexanecarboxylate, N-Succinimidyl4-(maleimidomethyl)cyclohexanecarboxylate,SMCC, 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid NHS ester, Trans-4-(maleimidomethyl)cyclohexanecarboxylic acid-NHS ester, 4-(N-Maleimidomethyl)cyclohexanecarboxylic Acid N-Succinimidyl Ester, N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate (2mg*5), succinimidyl trans-4-(maleimidylmethyl) cyclohexane-1-carboxylate, trans-N-Succinimidyl 4-(maleimidomethyl)cyclohexane-1-carboxylate, 4-(Maleimidomethyl)cyclohexane-1-carboxylic acid N-hydroxysuccinimide ester, 4-(Maleimidomethyl)cyclohexane-1-carboxylicacidN-hydroxysuccinimideester, 2,5-dioxo-3-pyrrolidin-1-yl 4-[(2,5-dioxo-3-pyrrolin-1-yl)methyl]cyclohexanecarboxylate, 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester, >=98%, powder, 2,5-Dioxopyrrolidin-1-yl trans-4-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylate, CYCLOHEXANECARBOXYLIC ACID, 4-((2,5-DIHYDRO-2,5-DIOXO-1H-PYRROL-1-YL)METHYL)-, 2,5-DIOXO-1-PYRROLIDINYL ESTER
Theoretical properties:
molecular_formula: C16H18N2O6
molecular_weight: 334.32 g/mol
exact_mass: 334.11648630 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 5
heavy_atom_count: 24
topological_polar_surface_area: 101 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate is an N-hydroxysuccinimide ester derived from 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid. It is a N-hydroxysuccinimide ester and a member of maleimides.
chebi: An <em>N</em>-hydroxysuccinimide ester derived from 4-(<em>N</em>-maleimidomethyl)cyclohexane-1-carboxylic acid.
wikipedia: Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (SMCC) is a heterobifunctional amine-to-sulfhydryl crosslinker, which contains two reactive groups at opposite ends: N-hydroxysuccinimide-ester and maleimide, reactive with amines and thiols respectively. SMCC is often used in bioconjugation to link proteins with other functional entities (fluorescent dyes, tracers, nanoparticles, cytotoxic agents). For example, a targeted anticancer agent – trastuzumab emtansine (antibody-drug conjugate containing an antibody trastuzumab chemically linked to a highly potent drug DM-1) – is prepared using SMCC reagent.