| 词条 | Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate |
| 释义 |
| Name = Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate | ImageFile = SMCC.png | IUPACName = Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate | OtherNames = SMCC, 4-(N-maleimidomethyl)cyclohexanecarboxylic acid N-succinimidyl ester |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 111419 | InChI = InChI=1S/C16H18N2O6/c19-12-5-6-13(20)17(12)9-10-1-3-11(4-2-10)16(23)24-18-14(21)7-8-15(18)22/h5-6,10-11H,1-4,7-9H2 | InChIKey = JJAHTWIKCUJRDK-UHFFFAOYSA-N | SMILES = O=C(C1CCC(CN2C(C=CC2=O)=O)CC1)ON3C(CCC3=O)=O | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 64987-85-5 }} |Section2={{Chembox Properties | C=16|H=18|N=2|O=6 | Appearance = White solid | Density = | MeltingPtC = 175 | MeltingPt_notes = | BoilingPt = | Solubility = | pKa = | pKb = |Section7={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = |Section8={{Chembox Related | OtherCompounds = }} 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).[1] 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. References1. ^{{cite book |last=Hermanson |first=Greg |title=Bioconjugate Techniques |url=http://www.sciencedirect.com/science/book/9780123822390 |page=299–239|publisher= Elsevier |isbn=978-0-12-382239-0|year=2013 }} 3 : Reagents for biochemistry|Maleimides|Succinimides |
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