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货号：A3221

品牌：Sigma-Aldrich

品名：碘乙酰胺

产品说明：Single use vial of 56 mg

别名：2-Iodoacetamide, IAA, Monoiodoacetamide, alpha-Iodoacetamide

线性分子式：ICH2CONH2

CAS号：144-48-9

分子量：184.96

Beilstein：1739080

EC 号：205-630-1

MDL编号：MFCD00008028

PubChem化学物质编号：24890731

NACRES：NA.56

属性

检测方案

≥99% (HPLC)

形式

powder

包装

vial of 56 mg (Single use)

mp

92-95 °C (lit.)

溶解性

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

储存温度

2-8°C

SMILES string

NC(=O)CI

InChI

1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)

InChI key

PGLTVOMIXTUURA-UHFFFAOYSA-N

说明

一般描述

2-Iodoacetamide is a thiol-alkylating agent frequently used in peptide mapping for biochemical, cell culture and 

proteomics research. It functions similarly to iodoacetate, primarily binding covalently with the thiol group of cysteine

 in proteins, thereby preventing the formation of disulfide bonds. This attribute is crucial for several applications, 

including 2-D protein electrophoresis to reduce streaking and improve resolution, as an inhibitor of deubiquitinase 

enzymes (DUBs) and a peptidase inhibitor. It is often employed during sample preparation for de novo peptide 

sequencing with protein mass spectrometry.It has specific interactions with cysteine and histidine residues in proteins,

 affecting enzymes like ribonuclease. While it may react slowly with histidine, its inhibitory properties contribute to 

the research on proteases, such as cysteine proteases. Iodoacetamide is known for its irreversibility in inhibiting 

enzymes and its ability to form stable protein derivatives, making it valuable in studying protein structures, protein 

behavior, and enzyme inhibition.

应用

在肽测序和肽/蛋白质解析分析中，碘乙酰胺可用作半胱氨酸残基的烷化试剂它可用于二维蛋白质电泳，通过消除电泳过程中二

硫化物形成可能导致的伪影，减少条纹并提高分辨率。由于其与半胱氨酸的反应，碘乙酰胺是酶的不可逆抑制剂，在活性位点

具有半胱氨酸。它与组氨酸残基的反应速度要慢得多，但这种活性是核糖核酸酶抑制的原因。碘乙酰胺可用于二硫化物应激研究。

Iodoacetamide has been used:

to prevent enzymatic disulfide reduction in the protein samples.

to inhibit glyceraldehyde-3-phosphate dehydrogenase effectively blocking ATP production in a cell biology research

生化/生理作用

碘乙酰胺在肽测序中胱氨酸残基的烷基化试剂。它是活性位点上含有胱氨酸的酶的的一种不可逆抑制剂。它与组氨酸残基的反应

速度要慢得多，但这种活性是核糖核酸酶抑制的原因。

特点和优势

High quality compound suitable for multiple research applications

包装

密封安瓿包装

法律信息

与蛋白质组系统合作开发的技术™

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