Iodoacetamide

Iodoacetamide

Chembox new
ImageFile = Iodoacetamide.png ImageSize =
IUPACName = Iodoacetamide
OtherNames =
Section1 = Chembox Identifiers
CASNo = 144-48-9
PubChem =
SMILES = ICC(=O)N
RTECS = AC4200000
EINECS = 205-630-1
Section2 = Chembox Properties
Formula = C2H4INO
MolarMass = 184.96 g/mol
Appearance = yellow-brown crystals
Density =
MeltingPt = 94 °C
BoilingPt =
Solubility =
Section3 = Chembox Hazards
MainHazards =
FlashPt =
Autoignition =
Section7 = Chembox Hazards
ExternalMSDS = [http://physchem.ox.ac.uk/MSDS/IO/iodoacetamide.html brief MSDS] , [http://www.conncoll.edu/offices/envhealth/MSDS/chemistry/I/iodoaccetamide-sigmaultra.pdf extended MSDS]
NFPA-H = 3
NFPA-F = 0
NFPA-R = 1

2-Iodoacetamide is an alkylating sulfhydryl reagent used for peptide mapping purposes. Its actions are similar to those of iodoacetate. It is commonly used to bind covalently with cysteine, so the protein cannot form disulfide bonds. After that reducing agents are added to react any excess alkylating agent. Also used in ubiquitin studies as an inhibitor of deubiquitinase enzymes (DUBs) because it alkylates the cysteine residues at the DUB active site. Like many other alklating agents, iodoacetamide is highly toxic. In laboratory mice it has been shown to cause skin tumors and negatively affect reproductive ability. It may act as a human carcinogen, and may cause reproductive damage.


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