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M2786

Sigma-Aldrich

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

crystalline

Sinônimo(s):

MBS

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About This Item

Fórmula empírica (Notação de Hill):
C15H10N2O6
Número CAS:
58626-38-3
Peso molecular:
314.25
Beilstein:
1505254
Número MDL:
MFCD00005514
Código UNSPSC:
12352108
ID de substância PubChem:
24896768
NACRES:
NA.22

forma

crystalline

Nível de qualidade

200

adequação da reação

reagent type: cross-linking reagent

pf

175-177 °C (lit.)

solubilidade

DMSO: ≤20 mg/mL

grupo funcional

NHS ester
maleimide

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O=C1CCC(N1OC(C2=CC=CC(N3C(C=CC3=O)=O)=C2)=O)=O

InChI

1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2

chave InChI

LLXVXPPXELIDGQ-UHFFFAOYSA-N

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Categorias relacionadas

Descrição geral

may require addition of solvent to coupling buffer to at least 5% to maintain solubility

Aplicação

3-Maleimidobenzoic acid N-hydroxysuccinimide ester (MBS) has been used as a protein cross-linker. It has been used for the stabilization of actin filaments in plant tissue samples.
3-Maleimidobenzoic acid N-hydroxysuccinimide ester has been used:
  • in the fixation of pollen in Arabidopis
  • as a component of Murashige and Skoog (MS) medium to stabilize F-actin in Eucalyptus root hairs
  • in the fixation of F-actin labelled pollen tubes of Lilium davidii

Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Ações bioquímicas/fisiológicas

3-Maleimidobenzoic acid N-hydroxysuccinimide is used as a fixative for the preservation of pollen tube F-actin distribution. It imposes less damage when used on pollen tubes.

Outras notas

The aryl maleimide is less stable than alkyl maleimide linkers.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Visualization of Actin Organization and Quantification in Fixed Arabidopsis Pollen Grains and Tubes
Qu X, et al.
Bio-protocol, 10(01), 204-211 (2020)
Opioids Binding Mu and Delta Receptors Exhibit Diverse Efficacy in the Activation of Gi2and Gx/z Transducer Proteins in Mouse Periaqueductal Gray Matter.
Garzon J
Journal of Pharmacology and Experimental Therapeutics, 281, 549-557 (1997)
Andrii Slonchak et al.
BMC genomics, 20(1), 474-474 (2019-06-12)
Extracellular vesicles (EVs) are small membrane vesicles secreted by the cells that mediate intercellular transfer of molecules and contribute to transduction of various signals. Viral infection and action of pro-inflammatory cytokines has been shown to alter molecular composition of EV
Ilenia Papa et al.
Nature, 547(7663), 318-323 (2017-07-13)
Protective high-affinity antibody responses depend on competitive selection of B cells carrying somatically mutated B-cell receptors by follicular helper T (T
A Dauphin et al.
Plant biology (Stuttgart, Germany), 8(2), 204-211 (2006-03-21)
The fungus Pisolithus microcarpus establishes an ectomycorrhiza with Eucalyptus globulus. This symbiosis involves a fungal synthesis and secretion of hypaphorine, an indolic compound. Previous studies have shown that hypaphorine induces an alteration in the actin cytoskeleton of elongating root hairs
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