Iodoacetic Acid


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iodoacetic acid

[ī¦ō·dō·ə¦sēd·ik ′as·əd]
(organic chemistry)
CH2ICOOH White or colorless crystals that are soluble in water and alcohol, and melt at 82-83°C; used in biological research for its inhibitive effect on enzymes.

Iodoacetic Acid

 

ICH2COOH, an iodine-containing derivative of acetic acid; it exists in crystal form. Melting point, 82°–83°C. It is widely used in biochemical and physiological research as an inhibitor of glycolytic and other enzymes, particularly glyceraldehyde phosphate dehydrogenase, which catalyzes the main reaction in the processes of fermentation and glycolysis. In the presence of iodoacetic acid, these processes remain in a state of dynamic equilibrium between fructose-1,6-diphosphate and phosphotriose—that is, the formation of the high-energy compound 1,3-diphosphoglyceric acid does not take place. The ability of iodoacetic acid to combine with the sulfhydryl (—SH) group of an enzyme, thus releasing HI, is the basis of its inhibition of enzymatic processes.

REFERENCE

Webb, J. L. Ingibitory fermentov i metabolizma. Moscow, 1966. (Translated from English.)

S. E. SEVERIN

References in periodicals archive ?
When iopamidol was dissolved in river water spiked with chlorine or chloramine, high levels of iodoacetic acid and iodo-trihalomethanes were produced in a dose-dependent manner.
Other work has linked iodoacetic acid to birth defects in mice.
0 with iodoacetic acid [(IAA); final concentration, 50 mmol/L] for 45 min, and then 0.
Since the modification with iodoacetic acid puts a negative charge on the modified residue, these inhibited results indicate that the function of Rho is inhibited by the presence of a negative charge at residue 325.
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Moreover, no adducts were detected when iodoacetic acid was used as the alkylation reagent.