SMCC

Product Numbers: P311
CAS: 64987-85-5
Product description: 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. It has been used for the coupling of a peptide sequence to an amino group.

INTRODUCTION

Chemical structure

Formula: C16H18N2O6
Mw: 334.33
CAS No.: 64987-85-5
MDL No.: MFCD00009634

Product identification
succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate;
SMCC;

Physical properties
Melting point :
Appearance:White to off-white Powder
Solubility: soluble in water, methanol, ethanol, DMSO; insoluble in ether

Key Specifications

Specification	Characteristic	Requirement/Method
Physical	Color/Appearance	White to off-white Powder (Visual)
Physical	Foreign Material	No Visually Detectable (Visual)
Chemical	Identity	Conforms to Standard (NMR)
	TLC	Single Point
	Purity	≥ 98% (HPLC 254nm)
	moisture content	<0.1%

Uses
4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity.[1] 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.

Ref:

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