Stereochemistry of phosphoryl transfer

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Abstract

A general method has been developed for the synthesis of chiral [ 16 O, 17 O, 18 O] phosphate monoesters of known absolute configuration. An analytic method for determining the absolute configuration of chiral phosphate esters has also been developed, which is based on the isotope effects of 17 O and 18 O at phosphorus in the 31 P nuclear magnetic resonance spectrum. These methods have shown that phosphoryl transfer catalysed by hexokinase, phosphofructokinase and pyruvate kinase occurs with inversion of configuration. This is most simply interpreted as an ‘in-line’ transfer of the phosphoryl group between substrates in the enzyme-substrate ternary complex.

Publisher

The Royal Society

Subject

Industrial and Manufacturing Engineering,General Agricultural and Biological Sciences,General Business, Management and Accounting,Materials Science (miscellaneous),Business and International Management

Cited by 42 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. References;Enzyme Kinetics: Catalysis & Control;2010

2. Phosphoryl transfer reaction regulated by amino acid side chains: A model for phosphoproteins;International Journal of Peptide and Protein Research;2009-01-12

3. Tyrosyl-DNA Phosphodiesterase as a Target for Anticancer Therapy;Anti-Cancer Agents in Medicinal Chemistry;2008-05-01

4. Stereochemistry of Biological Reactions at Proprochiral Centers;Topics in Stereochemistry;2007-02-26

5. Seeing the Process of Histidine Phosphorylation in Human Bisphosphoglycerate Mutase;Journal of Biological Chemistry;2006-12

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