STRUCTURE DETERMINATION OF 2 NEW AMINO ACID-CONTAINING DERIVATIVES OF ADENOSINE FROM TRANSFER-RNA OF THERMOPHILIC BACTERIA AND ARCHAEA

REDDY, DM and CRAIN, PF and EDMONDS, CG and GUPTA, R and HASHIZUME, T and STETTER, KO and WIDDEL, F and MCCLOSKEY, JA (1992) STRUCTURE DETERMINATION OF 2 NEW AMINO ACID-CONTAINING DERIVATIVES OF ADENOSINE FROM TRANSFER-RNA OF THERMOPHILIC BACTERIA AND ARCHAEA. NUCLEIC ACIDS RESEARCH, 20 (21). pp. 5607-5615. ISSN 0305-1048,

Full text not available from this repository.

Abstract

Two new nucleosides have been identified in unfractionated transfer RNA of two thermophilic bacteria, Thermodesulfobacterium commune, and Thermotoga maritima, six hyperthermophlic archaea, including Pyrobaculum islandicum, Pyrococcus furiosus and Thermococcus sp. and two mesophilic archaea, Methanococcus vannielii and Methanolobus tindarius. Structures were determined primarily by mass spectrometry, as 3-hydroxy-N-[[(9-beta-D-ribofuranosyl-9H-purin-6-yl)amino]carbonyl]norvaline, (hn6A), structure 1, and 3-hydroxy-N-[[(9-beta-D-ribofuranosyl-9H-2-methyl-thiopurin-6-yl)amino]carbonyl]norvaline (ms2hn6A), 2. The amino acid side chain was characterized as 3-hydroxynorvaline (3) by gas chromatography-mass spectrometry of the trimethylsilyl derivative after cleavage from 1 and 2 by alkaline hydrolysis. Evidence for the amino acid-purine carbamoyl linkage was obtained from the collision-induced dissociation mass spectrum of trimethylsilylated 1, and the total structure was confirmed by chemical synthesis of 1.

Item Type: Article
Uncontrolled Keywords: CHROMATOGRAPHY-MASS-SPECTROMETRY; ARCHAEBACTERIAL TRANSFER-RNA; FAST-ATOM-BOMBARDMENT; COLI TRANSFER-RNA; LIQUID-CHROMATOGRAPHY; STRUCTURE ELUCIDATION; MODIFIED NUCLEOSIDES; RIBOTHYMIDINE; SALMONELLA; ORGANISMS;
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:44
URI: https://pred.uni-regensburg.de/id/eprint/54287

Actions (login required)

View Item View Item