Literature DB >> 11536535

Prebiotic syntheses of vitamin coenzymes: II. Pantoic acid, pantothenic acid, and the composition of coenzyme A.

S L Miller1, G Schlesinger.   

Abstract

Pantoic acid can by synthesized in good prebiotic yield from isobutyraldehyde or alpha-ketoisovaleric acid + H2CO + HCN. Isobutyraldehyde is the Strecker precursor to valine and alpha-ketoisovaleric acid is the valine transamination product. Mg2+ and Ca2+ as well as several transition metals are catalysts for the alpha-ketoisovaleric acid reaction. Pantothenic acid is produced from pantoyl lactone (easily formed from pantoic acid) and the relatively high concentrations of beta-alanine that would be formed on drying prebiotic amino acid mixtures. There is no selectivity for this reaction over glycine, alanine, or gamma-amino butyric acid. The components of coenzyme A are discussed in terms of ease of prebiotic formation and stability and are shown to be plausible choices, but many other compounds are possible. The gamma-OH of pantoic acid needs to be capped to prevent decomposition of pantothenic acid. These results suggest that coenzyme A function was important in the earliest metabolic pathways and that the coenzyme A precursor contained most of the components of the present coenzyme.

Entities:  

Keywords:  NASA Discipline Exobiology; NASA Discipline Number 52-20; NASA Discipline Number 93-10; NASA Program Exobiology; NASA Program NSCORT; Non-NASA Center

Mesh:

Substances:

Year:  1993        PMID: 11536535     DOI: 10.1007/bf00182178

Source DB:  PubMed          Journal:  J Mol Evol        ISSN: 0022-2844            Impact factor:   2.395


  28 in total

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Authors:  F Kawai; H Yamada; K Ogata
Journal:  Methods Enzymol       Date:  1979       Impact factor: 1.600

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Journal:  Biochemistry       Date:  1992-05-05       Impact factor: 3.162

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Authors:  D Ring; Y Wolman; N Friedmann; S L Miller
Journal:  Proc Natl Acad Sci U S A       Date:  1972-03       Impact factor: 11.205

6.  Rate enhancement of pyruvate aldolization by divalent cations: a model for class II aldolases.

Authors:  A A Gallo; H Z Sable
Journal:  Biochim Biophys Acta       Date:  1973-04-12

7.  Molecular orbital studies on the conformation of the phosphopantetheine moiety of coenzyme A.

Authors:  D Perahia; M Cebe
Journal:  Biochim Biophys Acta       Date:  1977-03-15

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Authors:  S Remington; G Wiegand; R Huber
Journal:  J Mol Biol       Date:  1982-06-15       Impact factor: 5.469

9.  Structure of the medium-chain acyl-CoA dehydrogenase from pig liver mitochondria at 3-A resolution.

Authors:  J J Kim; J Wu
Journal:  Proc Natl Acad Sci U S A       Date:  1988-09       Impact factor: 11.205

10.  Two functional domains of coenzyme A activate catalysis by coenzyme A transferase. Pantetheine and adenosine 3'-phosphate 5'-diphosphate.

Authors:  C A Fierke; W P Jencks
Journal:  J Biol Chem       Date:  1986-06-15       Impact factor: 5.157

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  11 in total

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Journal:  Amino Acids       Date:  1996-09       Impact factor: 3.520

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4.  Potentially prebiotic syntheses of condensed phosphates.

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Journal:  Orig Life Evol Biosph       Date:  1996-02       Impact factor: 1.950

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Authors:  Hong-Fang Ji; De-Xin Kong; Liang Shen; Ling-Ling Chen; Bin-Guang Ma; Hong-Yu Zhang
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9.  The Grayness of the Origin of Life.

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10.  Metabolic Reprogramming of Clostridioides difficile During the Stationary Phase With the Induction of Toxin Production.

Authors:  Julia D Hofmann; Andreas Otto; Mareike Berges; Rebekka Biedendieck; Annika-Marisa Michel; Dörte Becher; Dieter Jahn; Meina Neumann-Schaal
Journal:  Front Microbiol       Date:  2018-08-21       Impact factor: 5.640

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