Literature DB >> 5823319

Phenylalanine and tyrosine synthesis under primitive earth conditions.

N Friedmann, S L Miller.   

Abstract

Phenylacetylene can be synthesized in substantial yields from various hydrocarbons by high temperatures, electric discharges, and ultraviolet light. Phenylacetylene is hydrated to phenylacetaldehyde by way of both nucleophilic and radical additions of H(2)S followed by hydrolysis of the thtioaldehyde. The addition of NH(3) and HCN to phenylacetaldehyde yields phenylalanine nitrile which is hydrolyzed to phenylalanine. A small yield of tyrosine is obtained from the radical addition of H(2)S to phenylacetylene. This sequence of reactions is a possible mechanism for the synthesis of these amino acids on the primitive earth.

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Year:  1969        PMID: 5823319     DOI: 10.1126/science.166.3906.766

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


  12 in total

1.  The role of sulphur in chemical evolution.

Authors:  F Raulin; G Toupance
Journal:  J Mol Evol       Date:  1977-08-05       Impact factor: 2.395

2.  Origin of organic compounds on the primitive earth and in meteorites.

Authors:  S L Miller; H C Urey; J Oró
Journal:  J Mol Evol       Date:  1976-12-31       Impact factor: 2.395

Review 3.  Understanding the Genetic Code.

Authors:  Milton H Saier
Journal:  J Bacteriol       Date:  2019-07-10       Impact factor: 3.490

Review 4.  Chemical evolution. Recent syntheses of bioorganic molecules.

Authors:  E Stephen-Sherwood; J Oró
Journal:  Space Life Sci       Date:  1973-01

5.  The atmosphere of the primitive earth and the prebiotic synthesis of amino acids.

Authors:  S L Miller
Journal:  Orig Life       Date:  1974 Jan-Apr

6.  Conformation specificity and arene binding in a peptide composed only of Lys, Ile, Ala and Gly.

Authors:  Fernando Diez-García; Irene Gómez-Pinto; Avijit Chakrabartty; Carlos González; Douglas V Laurents
Journal:  Eur Biophys J       Date:  2011-10-27       Impact factor: 1.733

7.  Creating prebiotic sanctuary: self-assembling supramolecular Peptide structures bind and stabilize RNA.

Authors:  Ohad Carny; Ehud Gazit
Journal:  Orig Life Evol Biosph       Date:  2010-06-29       Impact factor: 1.950

8.  Evolution of the biosynthesis of the branched-chain amino acids.

Authors:  A D Keefe; A Lazcano; S L Miller
Journal:  Orig Life Evol Biosph       Date:  1995-06       Impact factor: 1.950

9.  Reasons for the occurrence of the twenty coded protein amino acids.

Authors:  A L Weber; S L Miller
Journal:  J Mol Evol       Date:  1981       Impact factor: 2.395

10.  Interaction of aromatic amines with iron oxides: implications for prebiotic chemistry.

Authors:  Uma Shanker; Gurinder Singh
Journal:  Orig Life Evol Biosph       Date:  2013-06-29       Impact factor: 1.950

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