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Documenti fondamentali

803227

Sigma-Aldrich

Sulfo-MBS (m-maleimidobenzoyl-N-hydroxysulfosuccinimide ester)

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About This Item

Formula empirica (notazione di Hill):
C15H9O9N2NaS
Numero CAS:
Peso molecolare:
416.29
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:

Saggio

≥80%

Stato

powder

PM

416.3

Impiego in reazioni chimiche

reagent type: cross-linking reagent

Condizioni di stoccaggio

desiccated

Solubilità

water: soluble

Gruppo funzionale

maleimide

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

O=C(C1=CC(N2C(C=CC2=O)=O)=CC=C1)ON3C(C(S(=O)([O-])=O)CC3=O)=O.[Na+]

InChI

1S/C15H10N2O9S.Na/c18-11-4-5-12(19)16(11)9-3-1-2-8(6-9)15(22)26-17-13(20)7-10(14(17)21)27(23,24)25;/h1-6,10H,7H2,(H,23,24,25);/q;+1/p-1
LKUULGDICDGFIQ-UHFFFAOYSA-M

Descrizione generale

MBS and its water-soluble analog Sulfo-MBS are heterobifunctional crosslinkers that contain N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules. NHS esters react with primary amines at pH 7-9 to form amide bonds, while maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. In aqueous solutions, hydrolytic degradation of the NHS ester is a competing reaction whose rate increases with pH. The maleimide group is more stable than the NHS-ester group but will slowly hydrolyze and also lose its reaction specificity for sulfhydryls at pH values > 7.5. For these reasons, conjugation experiments involving these crosslinkers are usually performed at pH 7.2-7.5, with the NHS-ester (amine-targeted) reaction being accomplished before or simultaneously with the maleimide (sulfhydryl-targeted) reaction.

Caratteristiche e vantaggi

  • Reactive groups: sulfo-NHS ester and maleimide
  • Reactive towards: amino and sulfhydryl groups
  • Non-cleavable
  • Water-soluble (compare to MBS)
  • Membrane impermeable, allowing cell surface labeling

Avvertenza

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

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


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