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Merck
CN

803677

Sigma-Aldrich

EMCH (N-(ε-maleimidocaproic acid) hydrazide, trifluoroacetic acid salt)

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经验公式(希尔记法):
C10H15N3O3 · CF3CO2H
分子量:
339.27
UNSPSC代码:
12352125
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥90%

质量水平

形式

powder

分子量

339.27

反应适用性

reagent type: cross-linking reagent

储存条件

desiccated

溶解性

water: soluble

官能团

hydrazide
maleimide

运输

ambient

储存温度

2-8°C

SMILES字符串

O=C(C=CC1=O)N1CCCCCC(N[NH3+])=O.[O-]C(C(F)(F)F)=O

InChI

1S/C10H15N3O3.C2HF3O2/c11-12-8(14)4-2-1-3-7-13-9(15)5-6-10(13)16;3-2(4,5)1(6)7/h5-6H,1-4,7,11H2,(H,12,14);(H,6,7)

InChI key

DRURMGRBAVYWCL-UHFFFAOYSA-N

一般描述

3,3′-N-[ε-Maleimidocaproic acid] hydrazide, trifluoroacetic acid salt (EMCH) is a water-soluble, heterobifunctional, membrane permeable crosslinker. It contains a sulfhydryl reactive maleimide group and carbonyl reactive hydrazide group at each end of a 6-carbon spacer arm. Maleimides react with sulfhydryls at pH 6.5-7.5 to form stable thiol ether bonds, along with release of the maleimide leaving group. Proteins with cysteine residues not involved in disulfide bond formation are targets for maleimide reactive groups. Carbonyl groups, whilst not found naturally on proteins can be formed by ring sugar reduction to form aldehydes which react with hydrazides at pH5.5-7.5.

特点和优势

  • Reactive groups: maleimide and hydrazide
  • Reactive towards: sulfhydryl groups and carbonyl (aldehyde) groups
  • Mid-length (11.8Å), sulfhydryl-to-aldehyde crosslinker with simple spacer arm (noncleavable)
  • Maleimide group reacts with sulfhydryl groups to form stable thioether linkages
  • Hydrazide group conjugates to oxidized sugars of glycoproteins and carbohydrates
  • Use sodium meta-periodate to oxidize glycosylation (e.g., sialic acid) to reactive aldehyde groups
  • Use with EDC to conjugate primary amine of hydrazide group to carboxyl groups

注意

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.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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