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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.

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dbo:abstract
  • 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. (en)
dbo:alternativeName
  • SMCC, 4-(N-maleimidomethyl)cyclohexanecarboxylic acid N-succinimidyl ester (en)
dbo:iupacName
  • Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (en)
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  • 54025987 (xsd:integer)
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  • 2453 (xsd:nonNegativeInteger)
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  • 1078424585 (xsd:integer)
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  • SMCC.png (en)
dbp:iupacname
  • Succinimidyl 4-cyclohexane-1-carboxylate (en)
dbp:name
  • Succinimidyl 4-cyclohexane-1-carboxylate (en)
dbp:othernames
  • SMCC, 4-cyclohexanecarboxylic acid N-succinimidyl ester (en)
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  • 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. (en)
rdfs:label
  • Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (en)
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  • Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (en)
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