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Merck
모든 사진(1)

주요 문서

803227

Sigma-Aldrich

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

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About This Item

실험식(Hill 표기법):
C15H9O9N2NaS
CAS Number:
Molecular Weight:
416.29
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:

분석

≥80%

양식

powder

분자량

416.3

반응 적합성

reagent type: cross-linking reagent

저장 조건

desiccated

solubility

water: soluble

작용기

maleimide

배송 상태

ambient

저장 온도

−20°C

SMILES string

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

InChI key

LKUULGDICDGFIQ-UHFFFAOYSA-M

일반 설명

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.

특징 및 장점

  • 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

주의사항

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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