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Merck
CN

I1149

碘乙酰胺

BioUltra

别名:

2-Iodoacetamide, Monoiodoacetamide, alpha-Iodoacetamide

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关于此项目

线性分子式:
ICH2CONH2
化学文摘社编号:
144-48-9
分子量:
184.96
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
24278486
EC Number:
205-630-1
Beilstein/REAXYS Number:
1739080
MDL number:
MFCD00008028

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产品名称

碘乙酰胺, BioUltra

InChI key

PGLTVOMIXTUURA-UHFFFAOYSA-N

InChI

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

SMILES string

NC(=O)CI

biological source

synthetic (organic)

product line

BioUltra

assay

≥99% (NMR)

form

powder

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

mp

92-95 °C (lit.)

solubility

H2O: 0.5 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.05%
Pb: ≤0.001%
Zn: ≤0.0005%

storage temp.

2-8°C

Quality Level

300

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Application

碘乙酰胺已用于：
  • 蛋白质组学分析的蛋白质消化
  • 烷基化蛋白质样品
  • 牛奶过敏原、β-乳球蛋白（BLG）和α-乳清蛋白（ALA）的变性

Biochem/physiol Actions

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。
碘乙酰胺（IAA）被用于抑制糖酵解，因为它能够不可逆地抑制糖酵解酶甘油醛-3-磷酸脱氢酶（GAPDH）。IAA用于研究半胱氨酸残基在酶催化和脑细胞转运过程中的作用。它可以与巯基乙醇和谷胱甘肽等低分子量硫醇化合物发生反应。IAN还可能阻断菠萝蛋白酶、组织蛋白酶C、梭状芽孢蛋白酶和羧肽酶P等酶。

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000488186
0000488134
0000488134
0000488186
0000479120

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Tommy Weiss-Sadan et al.
Theranostics, 9(20), 5731-5738 (2019-09-20)
Despite the common use of lipid-lowering medications, cardiovascular diseases continue to be a significant health concern. Atherosclerosis, one of the most frequent causes of cardiovascular morbidity, involves extensive inflammatory activity and remodeling of the vascular endothelium. This relentless inflammatory condition
Konstantinos Boulias et al.
Molecular cell, 75(3), 631-643 (2019-07-08)
mRNAs are regulated by nucleotide modifications that influence their cellular fate. Two of the most abundant modified nucleotides are N6-methyladenosine (m6A), found within mRNAs, and N6,2'-O-dimethyladenosine (m6Am), which is found at the first transcribed nucleotide. Distinguishing these modifications in mapping
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)
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
Elena B Lugli et al.
Arthritis research & therapy, 17, 9-9 (2015-01-21)
Smoking is a well-established risk factor for rheumatoid arthritis (RA), and it has been proposed that smoking-induced citrullination renders autoantigens immunogenic. To investigate this mechanism, we examined human lung tissue from 40 subjects with defined smoking status, with or without
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