CAS 64987-85-5 N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate

NAVIGATION

N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate

PRICE INQUIRY

Catalog Number

ACM64987855

CAS Number

64987-85-5

Product Name

N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate

Structure

Category

Crosslinkers

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate

Molecular Weight

334.32g/mol

Molecular Formula

C16H18N2O6

Canonical SMILES

C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CCC3=O

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

InChI Key

JJAHTWIKCUJRDK-UHFFFAOYSA-N

Application

N-Succinimidyl 4-(N-Maleimidomethyl)cyclohexanecarboxylate is a white crystalline solid that serves as an effective sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. It facilitates the conjugation of anti-digoxin F(abTaIII)2 fragments to l-B-galactosidase and links hIgG to alkaline phosphatase through its 11.6-angstrom spacer arm. As a compound containing both N-hydroxysuccinimide (NHS) ester and maleimide groups, it enables the covalent conjugation of amine- and sulfhydryl-containing molecules. This reagent must be dissolved in an organic solvent, such as DMSO or DMF, before being introduced to an aqueous crosslinking reaction. Its permeability across lipid bilayers allows for the crosslinking of intracellular proteins and peptides, making it a versatile tool in biochemical applications.

Complexity

599

Covalently-Bonded Unit Count

EC Number

613-734-7

Exact Mass

334.116486g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

N-(4-carboxycyclohexylmethyl)maleimide N-hydroxysuccinimide ester;N-hydroxysuccinimidyl 4-(N-maleimidomethylcyclohexane)-1-carboxylate;N-SMC-carboxylate;N-succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid;SMCC compound

Monoisotopic Mass

334.116486g/mol

NSC Number

344483

Rotatable Bond Count

UNII

B357P1G1IF

XLogP3

-0.1

If you have any other questions or need other size, please get a quote.