Iodoacetamide

Structural formula
General
Surname	Iodoacetamide
other names	2-iodoacetamide
Molecular formula	C 2 H 4 INO
Brief description	light yellow solid
External identifiers / databases
EC number	205-630-1
ECHA InfoCard	100.005.119
PubChem	3727
Wikidata	Q2191895
properties
Molar mass	184.96 g mol −1
Physical state	firmly
Melting point	92-95 ° C
solubility	soluble in water
safety instructions
H and P phrases	H: 301-317-334-413
	P: 261-280-301 + 310-342 + 311
Toxicological data	74 mg kg −1 ( LD 50 , mouse , oral ) ; 56 mg kg −1 ( LD 50 , mouse , iv ) ; 50 mg kg −1 ( LD 50 , mouse , ip ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Iodoacetamide (more precisely 2-iodoacetamide) is a chemical compound from the group of acetamides .

properties

Iodoacetamide is a light yellow solid that is soluble in water.

Iodoacetamide serves as an alkylating agent for cysteine residues in peptide sequencing . By reacting with cysteine it is an irreversible inhibitor of enzymes with cysteine as an active center. Iodoacetamide reacts much more slowly with histidine residues , but this reaction is responsible for the inhibition of the ribonuclease .

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j data sheet iodoacetamide, ≥99% (HPLC), crystalline from Sigma-Aldrich , accessed on May 27, 2013 ( PDF ).
↑ Data sheet 2-iodoacetamide (PDF) from Merck , accessed on May 27, 2013.