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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



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Other work has linked iodoacetic acid to birth defects in mice.
8 (a) Saline Erythromycin 80 800 Saline Estradiol glucuronide 1 10 Saline Ethanol ND 3,000 Saline Etoposide 5 50 Saline Galactosamine 50 500 Saline Ibuprofen 20 200 Saline Indomethacin 2 20 Saline Iodoacetic acid 5 50 Saline Iron dextran 50 500 Saline Ketoconazole 30 120 Saline L-Ethionine 5 50 Saline Methapyrilene 5 50 Saline Methotrexate 50 250 Saline Microcystin 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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