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M2786

Sigma-Aldrich

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

crystalline

Sinonimo/i:

MBS

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About This Item

Formula empirica (notazione di Hill):
C15H10N2O6
Numero CAS:
58626-38-3
Peso molecolare:
314.25
Beilstein:
1505254
Numero MDL:
MFCD00005514
Codice UNSPSC:
12352108
ID PubChem:
24896768
NACRES:
NA.22

Forma fisica

crystalline

Livello qualitativo

200

Impiego in reazioni chimiche

reagent type: cross-linking reagent

Punto di fusione

175-177 °C (lit.)

Solubilità

DMSO: ≤20 mg/mL

Gruppo funzionale

NHS ester
maleimide

Temperatura di conservazione

−20°C

Stringa SMILE

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
LLXVXPPXELIDGQ-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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

Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

The aryl maleimide is less stable than alkyl maleimide linkers.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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