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PMID: 2434996 Published · ppublish English Journal Article

Why nature chose phosphates.

Science (New York, N.Y.) ·Vol. 235 ·No. 4793 ·1987-03-06 ·Pages 1173-8

Westheimer FH

Abstract

Phosphate esters and anhydrides dominate the living world but are seldom used as intermediates by organic chemists. Phosphoric acid is specially adapted for its role in nucleic acids because it can link two nucleotides and still ionize; the resulting negative charge serves both to stabilize the diesters against hydrolysis and to retain the molecules within a lipid membrane. A similar explanation for stability and retention also holds for phosphates that are intermediary metabolites and for phosphates that serve as energy sources. Phosphates with multiple negative charges can react by way of the monomeric metaphosphate ion PO3- as an intermediate. No other residue appears to fulfill the multiple roles of phosphate in biochemistry. Stable, negatively charged phosphates react under catalysis by enzymes; organic chemists, who can only rarely use enzymatic catalysis for their reactions, need more highly reactive intermediates than phosphates.

MeSH Terms
Amides Animals Arsenates Chemical Phenomena Chemistry Citrates Citric Acid Electrochemistry Humans Hydrolysis Ions Nucleic Acids/metabolism Phosphates/metabolism,physiology RNA/metabolism Silicic Acid
Chemicals
Amides Arsenates Citrates Ions Nucleic Acids Phosphates Silicic Acid Citric Acid RNA arsenic acid
Authors & Affiliations
1 authors, click to expand affiliations / ORCID
Westheimer F H
Article Info
Journal
Science (New York, N.Y.)
Abbr.
Science
ISSN
0036-8075
Published
1987-03-06
Pages
1173-8
Language
English
Region
United States
NLM ID
0404511
Subset
IM
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