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63175

Sigma-Aldrich

4-Maleimidobutyric acid N-hydroxysuccinimide ester

≥98.0% (HPLC)

Synonyme(s) :

4-Maleimidobutyric acid N-succinimidyl ester, N-(γ-Maleimidobutyryloxy)succinimide, N-Succinimidyl 4-maleimidobutyrate, GMBS

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About This Item

Formule empirique (notation de Hill):
C12H12N2O6
Numéro CAS:
80307-12-6
Poids moléculaire :
280.23
Numéro Beilstein :
6427689
Numéro MDL:
MFCD00036817
Code UNSPSC :
12352106
ID de substance PubChem :
329759802
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

≥98.0% (HPLC)

Pertinence de la réaction

reagent type: linker

Pf

123-129 °C

Groupe fonctionnel

NHS ester

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

PVGATNRYUYNBHO-UHFFFAOYSA-N

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Catégories apparentées

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM0407
BCCM0539
BCBV0406
BCBV3389
SLBH6654

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Yu Zhang et al.
Cancer biology & therapy, 17(11), 1177-1187 (2016-10-22)
Circulating tumor cells (CTCs) have been proposed to be an active source of metastasis or recurrence of hepatocellular carcinoma (HCC). The enumeration and characterization of CTCs has important clinical significance in recurrence prediction and treatment monitoring in HCC patients. We
Yan Zhao et al.
Molecular pharmaceutics, 15(7), 2559-2569 (2018-05-17)
Photodynamic therapy, a procedure that uses a photosensitizer to enable light therapy selectively at diseased sites, remains underutilized in oncological clinic. To further improve its cancer selectivity, we developed a polymeric nanosystem by conjugating a photosensitizer IRDye 700DX (IR700) and
Jae-Wan Jung et al.
Proteomics, 6(4), 1110-1120 (2006-01-13)
We modified gold arrays with a glutathione (GSH) surface, and investigated high-throughput protein interactions with a spectral surface plasmon resonance (SPR) biosensor. We fabricated the GSH exterior on gold surfaces by successive modification with aminoethanethiol, 4-maleimidobutyric acid N-hydroxysuccinimide ester and
Xiubo Zhao et al.
Journal of the Royal Society, Interface, 9(75), 2457-2467 (2012-05-04)
The specific recognition between monoclonal antibody (anti-human prostate-specific antigen, anti-hPSA) and its antigen (human prostate-specific antigen, hPSA) has promising applications in prostate cancer diagnostics and other biosensor applications. However, because of steric constraints associated with interfacial packing and molecular orientations
Tae Hyun Kim et al.
Nature communications, 10(1), 1478-1478 (2019-04-02)
Circulating tumor cells (CTCs) have become an established biomarker for prognosis in patients with various carcinomas. However, current ex vivo CTC isolation technologies rely on small blood volumes from a single venipuncture limiting the number of captured CTCs. This produces
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