M7642
4-Maleimidobutyric acid N-hydroxysuccinimide ester
powder
Synonym(s):
4-Maleimidobutyric acid N-succinimidyl ester, N-(γ-Maleimidobutyryloxy)succinimide, N-Succinimidyl 4-maleimidobutyrate, GMBS
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About This Item
Empirical Formula (Hill Notation):
C12H12N2O6
CAS Number:
Molecular Weight:
280.23
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
6427689
MDL number:
form
powder
solubility
chloroform: 100 mg/mL, DMF: soluble
storage temp.
2-8°C
SMILES string
O=C1N(CCCC(ON2C(CCC2=O)=O)=O)C(C=C1)=O
InChI
1S/C12H12N2O6/c15-8-3-4-9(16)13(8)7-1-2-12(19)20-14-10(17)5-6-11(14)18/h3-4H,1-2,5-7H2
InChI key
PVGATNRYUYNBHO-UHFFFAOYSA-N
Application
A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling 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. Provides a 7-atom linker.
Regulatory Information
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Xiaoying Xue et al.
Biomacromolecules, 14(2), 331-341 (2013-01-11)
PEGylation can improve the protein efficacy by prolonging serum half-life and reducing proteolytic sensitivity and immunogenicity. However, PEGylation may decrease the bioactivity of a protein by interfering with binding of its substrate or receptors. Here, staphylokinase (SAK), a thrombolysis agent
Lolke De Haan et al.
Infection and immunity, 70(6), 3249-3258 (2002-05-16)
Current immunization strategies, using peptide or protein antigens, generally fail to elicit cytotoxic-T-lymphocyte responses, since these antigens are unable to access intracellular compartments where loading of major histocompatibility complex class I (MHC-I) molecules occurs. In an attempt to circumvent this
Parjit Kaur et al.
Biochemistry, 44(7), 2661-2670 (2005-02-16)
DrrA and DrrB proteins confer resistance to the commonly used anticancer agents daunorubicin and doxorubicin in the producer organism Streptomyces peucetius. The drrAB locus has previously been cloned in Escherichia coli, and the proteins have been found to be functional