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Merck
CN

63175

4-Maleimidobutyric acid N-hydroxysuccinimide ester

≥98.0% (HPLC)

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:
12352106
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6427689
Assay:
≥98.0% (HPLC)
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Quality Level

assay

≥98.0% (HPLC)

reaction suitability

reagent type: linker

mp

123-129 °C

functional group

NHS ester

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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
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



Global Trade Item Number

SKUGTIN
63175-25MG-F04061832860473
63175-100MG-F04061832860466