Basic information Safety Supplier Related

6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER

Basic information Safety Supplier Related

6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER Basic information

Product Name:
6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER
Synonyms:
  • 6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER
  • N-(E-MALEIMIDOCAPROYLOXY)-SULFOSUCCINIMIDE
  • N-(E-MALEIMIDOCAPROYLOXY)SULPHOSUCCINIMIDE
  • N-[EPSILON-MALEIMIDOCAPROYLOXY]SULFOSUCCINIMIDE ESTER
  • SULPHO EMCS
  • SULFO-EMCS
  • 6-Maleimidocaproic acid sulfo-NHS
  • 1-[[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]oxy]-2,5-dioxo-3-pyrrolidinesulfonic Acid SodiuM Salt
CAS:
215312-86-0
MF:
C14H16N2O9S
MW:
0
Product Categories:
  • Cross Linking Reagents
  • MTS & Sulfhydryl Active Reagents
  • Maleimide Derivatives
  • heteroXlink
  • 1
Mol File:
Mol File
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6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER Chemical Properties

Melting point:
158-165°C
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Sonicated)
form 
Solid
color 
White to Pale Yellow
Stability:
Moisture Sensitive
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Safety Information

HS Code 
2928.00.5000
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6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER Usage And Synthesis

Chemical Properties

White Solid

Uses

A water soluble sulfhydryl and amio reactive heterobifunctional crosslinking reagent. Spacer Arm: 9.4 Angstroms

Uses

A water soluble sulfhydryl and amio reactive heterobifunctional crosslinking reagent.Spacer Arm: 9.4 Angstroms

General Description

EMCS and its water-soluble analog Sulfo-EMCS are heterobifunctional cross-linkers 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 cross-linkers are usually performed at pH 7.2-7.5, with the NHS-ester (amine-targeted) reaction being accomplished before or simultaneous with the maleimide (sulfhydryl-targeted) reaction.

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