Document Detail


The origin of proteins: Heteropolypeptides from hydrogen cyanide and water.
MedLine Citation:
PMID:  168535     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Evidence from laboratory and extraterrestrial chemistry is presented consistent with the hypothesis that the original heteropolypeptides on Earth were synthesized spontaneously from hydrogen cyanide and water without the intervening formation of chi-amino acids, a key step being the direct polymerization of atmospheric hydrogen cyanide to polyaminomalononitrile (IV) via dimeric HCN. Molecular orbital calculations (INDO) show that the most probable structure for (HCN)2 is azacyclopropenylidenimine. Successive reactions of hydrogen cyanide with the reactive nitrile side chains of IV then yield heteropolyamidines which are converted by water to heteropolypeptides. To study this postulated modification of a homopolymer to a heteropolymer, poly-chi-cyanoglycine (IX) was prepared from the N-carboxyanhydride of chi-cyanoglycine. Hydrolysis of IX, a polyamide analog of the polyamidine IV, yielded glycine. However, when IX was hydrolysed after being treated with hydrogen cyanide, other chi-amino acids were also obtained including alanine, serine, aspartic acid and glutamic acid, suggesting that the nitrile groups of IX (and therfore of IV) are indeed readily attacked by hydrogen cyanide as predicted. Further theoretical and experimental studies support the view that hydrogen cyanide polymerization along these lines is a universal process that accounts not only for the past formation of primitive proteins on Earth, but also for the yellow-brown-orange colors of Jupiter today and for the presence of water-soluble compounds hydrolyzable to chi-amino acids in materials obtained from environments as diverse as the moon, carbonaceous chondrites and the reaction chambers used to simulate organic synthesis in planetary atmospheres.
Authors:
C N Matthews
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Origins of life     Volume:  6     ISSN:  0302-1688     ISO Abbreviation:  Orig. Life     Publication Date:    1975 Jan-Apr
Date Detail:
Created Date:  1975-11-01     Completed Date:  1975-11-01     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0420542     Medline TA:  Orig Life     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  155-62     Citation Subset:  IM; S    
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemical synthesis
Atmosphere
Biopolymers
Geological Phenomena
Geology
Hydrogen Cyanide*
Hydrolysis
Nitriles / chemical synthesis
Peptides / chemical synthesis*
Water*
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Biopolymers; 0/Nitriles; 0/Peptides; 74-90-8/Hydrogen Cyanide; 7732-18-5/Water

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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