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N-Succinimidyl 4-(N-Maleimidomethyl) cyclohexanecarboxylate(SMCC)

Dangerous Goods

CAS number:64987-85-5    molecular formula:C16H18N2O6

overview

compound introduction

4-(N-马来酰亚胺基甲基)环己烷羧酸 N-羟基琥珀酰亚胺酯(SMCC)是一种异双功能交联剂,其包含一个具有胺和巯基反应性的延长间隔基。[1]它通常首先通过酰胺键(pH7.5(6.5-8.5)缓冲)与含有伯胺的分子进行偶联。第二次偶联通过硫醚键(pH6.8(6.5-7.0)缓冲)与含有游离巯基的分子进行特异性偶联。SMCC包含九个原子连接子。与芳族间隔基相比,延伸的脂族间隔基可在偶联之前稳定马来酰亚胺。 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. It is typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). SMCC contains nine atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers. A heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. Typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Contains 9 atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.

Specs

Chinese aliasN-琥珀酰亚胺基4-(马来酰亚胺基甲基)环己烷羧酸酯 | 4-[(2,5-二氧代-2,5-二氢-1H-吡咯-1-基)甲基]环己烷-1-甲酸2,5-二氧代吡咯烷-1-基酯
English aliasBCP10445 | 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester, >=98%, powder | DB01429 | Mal-AMCHC-OSu | FT-0604078 | KBio2_007073 | AKOS015900701 | 2,5-dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexa
CAS number64987-85-5molecular formulaC16H18N2O6
molecular weight334.33 g/molExact mass≥98%(HPLC)
PSA101.000 Ųlogp-0.1

numbering system

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physicochemical properties

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Safety information

pictogram:
GHS07
Signal word:
Warning
Hazard Statement:
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激
Statement of Preventive Measures:
P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

Production methods and uses

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upstream information

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downstream information

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MSDS

Found 1 shareMSDS
64987-85-5 | 4-(N-Maleimidomethyl)cyclohexanecarboxylicacid N-hydroxysuccinimide ester.pdf