The effects of magnesium2+, hydrogen bonding, and steric factors on rate and equilibrium constants for phosphoryl transfer between carboxylate ions and pyridines

D Herschlag, WP Jencks

Index: Herschlag, Daniel; Jencks, William P. Journal of the American Chemical Society, 1990 , vol. 112, # 5 p. 1942 - 1950

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Citation Number: 37

Abstract

Abstract: The reaction of bicarbonate ion with phosphorylated y-picoline monoanion (PicP), which presumably gives carboxyphosphate, is faster than the reactions of acetate and carbonate by factors of 40 and 6, respectively (25 OC, I= 1.5). The rate increase is attributed to hydrogen bonding of the bicarbonate hydroxyl group to a phosphoryl oxygen atom; phosphate monoanion and dianion show similar increases. The reaction of acetate ion ...