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Chirally selective, intramolecular interaction observed in an aminoacyl adenylate anhydrideThe interaction between amino acids and nucleotide bases is studied. The proton NMR spectrum of N-acetylphenylalanyl-AMP-anhydride is analyzed H8 and H2 signals, two upfield signals of equal size, and five phenylalanine ring proton signals are observed in the spectrum; the upfield movement of the proton and the racemization of the N-acetyl L-phenylalanine material are examined. The differences in the position of the signals due to the diastereoisomers are investigated. The separation of the D and L amino acyl adenylates using HPLC is described. H-1 NMR spectra of the isomers are examined in order to determine which isomer displays the strongest interaction between the phenyl ring and the adenine ring. The spectra reveal that the L isomer shows the highest upfield change of both H8 and H2 signals. It is noted that the phenyl ring lies over C2 of the adenine ring with the phenyl meta and para protons extended past the adenine ring and the phenyl ortho protons.
Document ID
19860056308
Acquisition Source
Legacy CDMS
Document Type
Reprint (Version printed in journal)
Authors
Lacey, J. C., Jr.
(Alabama Univ. Birmingham, AL, United States)
Hall, L. M.
(Alabama Univ. Birmingham, AL, United States)
Mullins, D. W., Jr.
(Alabama Univ. Birmingham, AL, United States)
Watkins, C. L.
(Alabama, University Birmingham, United States)
Date Acquired
August 12, 2013
Publication Date
January 1, 1985
Publication Information
Publication: Origins of Life
Volume: 16
Issue: 2 19
ISSN: 0302-1688
Subject Category
Life Sciences (General)
Accession Number
86A41046
Funding Number(s)
CONTRACT_GRANT: NGR-01-010-001
Distribution Limits
Public
Copyright
Other

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