57670
Iodoacetamide
≥98.0% (AT), purum
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About This Item
Linear Formula:
ICH2CONH2
CAS Number:
Molecular Weight:
184.96
UNSPSC Code:
12352202
PubChem Substance ID:
eCl@ss:
32035301
EC Number:
205-630-1
Beilstein/REAXYS Number:
1739080
MDL number:
InChI
1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
InChI key
PGLTVOMIXTUURA-UHFFFAOYSA-N
SMILES string
NC(=O)CI
grade
purum
assay
≥98.0% (AT)
storage temp.
2-8°C
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General description
May contain some chloracetamide.
Biochem/physiol Actions
Iodoacetamide acts as an alkylating reagent for cysteine residues in peptide sequencing. It is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibiting ribonuclease.
Other Notes
Thiol reagent. Carboxymethylation
Disclaimer
May discolor to yellowish on storage.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 4 - Resp. Sens. 1 - Skin Sens. 1
Storage Class
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
Regulatory Information
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[34a] carboxymethylation.
F R Gurd
Methods in enzymology, 25, 424-438 (1972-01-01)
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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
Mia Jüllig et al.
PloS one, 9(5), e96489-e96489 (2014-05-08)
Bypass of foregut secreted factors promoting insulin resistance is hypothesized to be one of the mechanisms by which resolution of type 2 diabetes (T2D) follows roux-en-y gastric bypass (GBP) surgery. To identify insulin resistance-associated proteins and metabolites which decrease more
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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