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Merck
CN
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文件

803529

Sigma-Aldrich

BMPH (N-(β-maleimidopropionic acid) hydrazide, trifluoroacetic acid salt)

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经验公式（希尔记法）:
C7H9N3O3 · CF3CO2H
分子量:
297.19
UNSPSC代码:
12352200
PubChem化学物质编号:
329768815
NACRES:
NA.22

检测方案

≥90%

形式

powder

分子量

297.19

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

[NH3+]NC(CCN1C(C=CC1=O)=O)=O.[O-]C(C(F)(F)F)=O

InChI

1S/C7H9N3O3.C2HF3O2/c8-9-5(11)3-4-10-6(12)1-2-7(10)13;3-2(4,5)1(6)7/h1-2H,3-4,8H2,(H,9,11);(H,6,7)

InChI key

BADCXPKRBUEEMA-UHFFFAOYSA-N

一般描述

BMPH, EMCH and KMUH are heterobifunctional crosslinkers containing sulfhydryl-reactive maleimide and carbonyl-reactive hydrazide moieties. Maleimides react with free sulfhydryls (-SH) to form stable thioether bonds. Hydrazide groups react with carbonyls (aldehydes and ketones) to form stable hydrazone bonds. Aldehyde groups can be created by periodate-oxidation of sialic acid and other sugar components of glycoprotein polysaccharides. Thus, these crosslinkers are useful for conjugating glycoproteins and sulfhydryl-containing peptides or proteins. Alternatively, the amine of the hydrazide moiety can be reacted to carboxyl groups using the crosslinker EDC.

特点和优势

  • Reactive groups: maleimide and hydrazide
  • Reactive towards: sulfhydryl groups and carbonyl (aldehyde) groups
  • Short (8.1A), 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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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