GMBS (N-Maleimidobutyryloxysuccinimide ester)

General Description

GMBS is an amine-to-sulfhydryl crosslinker that contains NHS-ester and maleimide reactive groups at opposite ends of a short spacer arm of 7.3 Å in length. It has a low potential for eliciting an immune response compared to SMCC, thus ensuring the primary response is to the antigen-carrier protein conjugate and not against a determinant on the crosslinking reagent.

CAS No.:                      80307-12-6

Molecular Weight:     280.23

Molecular Formula:   C12H12N2O6

Spacer Arm:                7.3 Å

Features of GMBS:

• Reactive groups: NHS ester and maleimide
• Reactive toward: amino and sulfhydryl groups
• C4-homolog of aliphatic spacer series which includes AMAS, BMPS, GMBS and EMCS
• NHS ester end couples with primary amines at pH 7-9 to form stable amide bonds
• Maleimides react with -SH groups at pH 6.5-7.5, forming stable thioether linkages
• Non-cleavable
• Water-insoluble (dissolve first in DMF or DMSO); compare to Sulfo-GMBS
• Short aliphatic spacer has low potential for eliciting an immune response