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Merck

I6125

Sigma-Aldrich

碘乙酰胺

≥99% (NMR), crystalline

别名:

α-Iodoacetamide, 2-Iodoacetamide

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About This Item

线性分子式:
ICH2CONH2
CAS号:
分子量:
184.96
Beilstein:
1739080
EC號碼:
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.77

生物源

synthetic (organic)

品質等級

化驗

≥99% (NMR)

形狀

crystalline

mp

92-95 °C (lit.)

溶解度

H2O: soluble 0.5 M, clear, colorless

儲存溫度

2-8°C

SMILES 字串

NC(=O)CI

InChI

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

InChI 密鑰

PGLTVOMIXTUURA-UHFFFAOYSA-N

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應用


  • A Mass Spectrometry Strategy for Protein Quantification Based on the Differential Alkylation of Cysteines Using Iodoacetamide and Acrylamide.: This study presents a novel mass spectrometry method for quantifying proteins by differentially alkylating cysteines with iodoacetamide and acrylamide, enhancing the accuracy of protein quantification in complex samples. (Virág et al., 2024).

  • Laminarin ameliorates iodoacetamide-induced functional dyspepsia via modulation of 5-HT(3) receptors and the gut microbiota.: Research demonstrates that laminarin can mitigate functional dyspepsia induced by iodoacetamide through modulating 5-HT(3) receptors and altering gut microbiota composition, offering potential therapeutic benefits. (Liu et al., 2024).

  • Redox proteomics in melanoma cells: An optimized protocol.: This paper describes an optimized redox proteomics protocol using iodoacetamide, which facilitates the identification of redox-sensitive proteins in melanoma cells, aiding in the understanding of redox regulation in cancer. (Cunha et al., 2024).

  • Molecular targets of cisplatin in HeLa cells explored through competitive activity-based protein profiling strategy.: Utilizing iodoacetamide in competitive activity-based protein profiling, this study identifies molecular targets of cisplatin in HeLa cells, providing insights into the drug′s mechanisms. (Chen et al., 2024).

  • Development and Comparison of 4-Thiouridine to Cytidine Base Conversion Reaction.: This research compares base conversion reactions involving 4-thiouridine and cytidine, with iodoacetamide playing a crucial role in the reaction mechanism, contributing to advancements in nucleotide chemistry. (Ohashi et al., 2024).

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。

象形圖

Skull and crossbonesHealth hazard

訊號詞

Danger

危險分類

Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1

儲存類別代碼

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Mirko Zaffagnini et al.
Antioxidants & redox signaling, 16(1), 17-32 (2011-06-29)
Cysteines (Cys) made acidic by the protein environment are generally sensitive to pro-oxidant molecules. Glutathionylation is a post-translational modification that can occur by spontaneous reaction of reduced glutathione (GSH) with oxidized Cys as sulfenic acids (-SOH). The reverse reaction (deglutathionylation)
Chiara Francavilla et al.
The Journal of cell biology, 187(7), 1101-1116 (2009-12-30)
Neural cell adhesion molecule (NCAM) associates with fibroblast growth factor (FGF) receptor-1 (FGFR1). However, the biological significance of this interaction remains largely elusive. In this study, we show that NCAM induces a specific, FGFR1-mediated cellular response that is remarkably different
Helen R Stagg et al.
The Journal of cell biology, 186(5), 685-692 (2009-09-02)
The US2 and US11 gene products of human cytomegalovirus promote viral evasion by hijacking the endoplasmic reticulum (ER)-associated degradation (ERAD) pathway. US2 and US11 initiate dislocation of newly translocated major histocompatibility complex class I (MHC I) from the ER to
Valentina R Minciacchi et al.
Oncotarget, 6(13), 11327-11341 (2015-04-11)
Large oncosomes (LO) are atypically large (1-10 µm diameter) cancer-derived extracellular vesicles (EVs), originating from the shedding of membrane blebs and associated with advanced disease. We report that 25% of the proteins, identified by a quantitative proteomics analysis, are differentially
Gabriela Venturini et al.
American journal of physiology. Cell physiology, 317(2), C326-C338 (2019-05-09)
Atherosclerotic plaque development is closely associated with the hemodynamic forces applied to endothelial cells (ECs). Among these, shear stress (SS) plays a key role in disease development since changes in flow intensity and direction could stimulate an atheroprone or atheroprotective

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