Sulfo-SMCC, amine-to-sulfhydryl crosslinking agent

Key facts

CAS number

92921-24-9

Purity

>90%

Form

Solid

form

Molecular weight

436.4 Da

Molecular formula

C₁₆H₁₇N₂NaO₉S

PubChem

4618794

Nature

Synthetic

Solubility

Soluble in water to 10 mM

Biochemical name

Sulfo-SMCC

Biological description

Amine-to-sulfhydryl crosslinking agent. Contains NHS-ester and maleimide reactive groups at opposite ends of a medium-length (8.3 angstroms) cyclohexane spacer arm. Introduces no more than two maleimide groups thus keeping protein modification low and preserving function.

Canonical smiles

C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-].[Na+]

InChi

InChI=1S/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1

InChiKey

VUFNRPJNRFOTGK-UHFFFAOYSA-M

IUPAC Name

sodium;1-[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]oxy-2,5-dioxopyrrolidine-3-sulfonate