Literature DB >> 2434996

Why nature chose phosphates.

F H Westheimer.   

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.

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Year:  1987        PMID: 2434996     DOI: 10.1126/science.2434996

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  236 in total

1.  Primary sources of phosphorus and phosphates in chemical evolution.

Authors:  E Macia; M V Hernandez; J Oro
Journal:  Orig Life Evol Biosph       Date:  1997-12       Impact factor: 1.950

2.  Two-dimensional life?

Authors:  C de Duve; S L Miller
Journal:  Proc Natl Acad Sci U S A       Date:  1991-11       Impact factor: 11.205

3.  How long did it take for life to begin and evolve to cyanobacteria?

Authors:  A Lazcano; S L Miller
Journal:  J Mol Evol       Date:  1994-12       Impact factor: 2.395

4.  Chemical constraints governing the origin of metabolism: the thermodynamic landscape of carbon group transformations under mild aqueous conditions.

Authors:  Arthur L Weber
Journal:  Orig Life Evol Biosph       Date:  2002-08       Impact factor: 1.950

5.  Characterization of the reaction path and transition states for RNA transphosphorylation models from theory and experiment.

Authors:  Kin-Yiu Wong; Hong Gu; Shuming Zhang; Joseph A Piccirilli; Michael E Harris; Darrin M York
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-11       Impact factor: 15.336

6.  Interaction of nucleic acids with the glycocalyx.

Authors:  Michael J Palte; Ronald T Raines
Journal:  J Am Chem Soc       Date:  2012-03-29       Impact factor: 15.419

Review 7.  Biological phosphoryl-transfer reactions: understanding mechanism and catalysis.

Authors:  Jonathan K Lassila; Jesse G Zalatan; Daniel Herschlag
Journal:  Annu Rev Biochem       Date:  2011       Impact factor: 23.643

8.  The molecular basis of phosphate discrimination in arsenate-rich environments.

Authors:  Mikael Elias; Alon Wellner; Korina Goldin-Azulay; Eric Chabriere; Julia A Vorholt; Tobias J Erb; Dan S Tawfik
Journal:  Nature       Date:  2012-10-03       Impact factor: 49.962

9.  Formamide as the main building block in the origin of nucleic acids.

Authors:  Giovanna Costanzo; Raffaele Saladino; Claudia Crestini; Fabiana Ciciriello; Ernesto Di Mauro
Journal:  BMC Evol Biol       Date:  2007-08-16       Impact factor: 3.260

Review 10.  N-phosphoryl amino acids and biomolecular origins.

Authors:  C M Cheng; X H Liu; Y M Li; Y Ma; B Tan; R Wan; Y F Zhao
Journal:  Orig Life Evol Biosph       Date:  2004-10       Impact factor: 1.950

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