Thiobases in
            <i>Escherichia coli</i>
            Transfer RNA: 2-Thiocytosine and 5-Methylaminomethyl-2-thiouracil

Carbon, John; David, H; Studier, Martin H.

doi:10.1126/science.161.3846.1146

Cited by 186 publications

(98 citation statements)

References 10 publications

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“…Glu The material recovered from both BSL-and CSL-tRNA gave an EPR spectrum that is typical of a spin-labeled nucleotide (5), and the material isolated from native tRNAGlu yielded a U.V. spectrum in accordance with the one reported for s2U* (20). This authentic s2U* was then divided in two parts that were respectively spin-labeled with BSL and CSL using the experimental conditions in which was labeled the whole tRNA molecule.…”

Section: Thin Layer Chromatograpgymentioning

confidence: 68%

“…This was done by complete digestion of the three tRNA involved with RNase T2 and chromatography of these digests on Dowex, according to Carbon et al (20). Glu The material recovered from both BSL-and CSL-tRNA gave an EPR spectrum that is typical of a spin-labeled nucleotide (5), and the material isolated from native tRNAGlu yielded a U.V.…”

Section: Thin Layer Chromatograpgymentioning

confidence: 99%

“…This authentic s2U* was then divided in two parts that were respectively spin-labeled with BSL and CSL using the experimental conditions in which was labeled the whole tRNA molecule. Both BSLand CSL-s2U* were isolated by chromatography on Dowex (20).…”

Section: Thin Layer Chromatograpgymentioning

confidence: 99%

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Specific spin-labeling of transfer ribonucleic acid molecules

Caron

Dugas

1976

Nucleic Acids Research

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Section: Thin Layer Chromatograpgymentioning

confidence: 68%

Section: Thin Layer Chromatograpgymentioning

confidence: 99%

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Specific spin-labeling of transfer ribonucleic acid molecules

Caron

Dugas

1976

Nucleic Acids Research

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“…These data indicate that m m 5 U in position 34 of argU tRNA is not derived from under-modification or degradation of other nucleosides such as mnm' s2U. The synthesis of Smethylaminomethyluracil has been reported (Carbon et a]., 1968), and the unidentified modified uridine found in E. coli tRNA"'" from a 2-thiolation-deficient strain has been suggested to be mnm5U (Sullivan et al, 1985). The present study unambiguously shows that mnm5U naturally occurs in tRNA under normal conditions.…”

Section: Nucleoside Mnm5u Is a Novel Member Of The Xmsu Familymentioning

confidence: 82%

A modified uridine in the first position of the anticodon of a minor species of arginine tRNA, the argU gene product, from Escherichia coli

Sakamoto

Kawai

Niimi

et al. 1993

European Journal of Biochemistry

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The argU (dnaY) gene product, a minor tRNAArg, from Escherichia coii has the anticodon N*CU with an unidentified modified nucleoside N* in position 34 [Kiesewetter, S., Fisher, W. & Sprinzl, M. (1987) Nucleic Acids Res. 15, 3184]. In the present study, argU tRNA was purified from E. coli A 19 strain and nucleoside N* was characterized by the TLC and HPLC analyses. Nucleoside N* was found to be different from any naturally occurring modified nucleosides. From unfractionated E. coli tRNA species, nucleoside N* was prepared in an amount sufficient for 1H‐NMR experiments. By the analyses of one‐dimensional and two‐dimensional NMR spectra, nucleoside N* was suggested to be 5‐methylaminomethyluridine (mnm5U), which was confirmed by comparison with a chemically synthesized preparation of mnm5U. Thus, the occurrence of mnm5U in mature tRNA was found for the first time. Further, the modification of U(34) to mnm5U in this tRNA was found to contribute to the strict recognition of two degenerate codons terminating in A and G.

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“…This nucleoside which was first isolated and whose structure was elucidated by Carbon, David & Studier (1968) 0567-7408/79/010122-04501.00 occurs in the wobble position of Gln-Lys-and GlutRNAe, co,, and forms base pairs only with adenine and not with guanine, i.e. the wobble recognition is restricted by the 5-substituent.…”

Section: Introductionmentioning

confidence: 99%

Crystal structure and conformation of 2-thio-5-methylaminomethyluridine dihydrate

Egert¹,

Lindner²,

Hillen³

et al. 1979

Acta Crystallogr Sect B

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CllH21N307 s is orthorhombic, space group P212121, with a = 13.695 (7), b = 11.364 (6), c = 9.748 (5) A, Z = 4. The structure, which was refined to R = 0.063 for 915 counter reflections, exhibits a zwitterionic base with N(3) deprotonated and N(51) protonated. The orientation of the base is anti (X = 15°); the ribosyl moiety shows a C(3')-endo conformation and a gauche-gauche arrangement of C(4')-C(5'). These conformational features are stabilized by the characteristic intramolecular interaction C(6)--H.--O(5'). One water molecule forms an eight-membered ring with the aid of two hydrogen bonds to 0(4) and the amino group. The nucleosides exhibit no base stackiaag. The packing is mainly determined by the interaction with the water molecules leading to a great variety of hydrogen bonds and to water channels parallel to e.Uridine is seldom found in the wobble position of tRNA's but is replaced by 5-substituted derivatives which may, furthermore, contain S instead of the 2-keto O atom. The structure of Phe-tRNAyeast (Kim et al., 1974;Ladner et al., 1975) shows the wobble nucleoside in a stericaUy exposed position. The base-pairing properties between codon and anticodon are certainly influenced by the exact conformation of the anticodon region which depends on the interaction of the wobble nucleoside with its neighbours and the anticodon loop backbone.In our attempt to clarify the function of 5-substitution, we report here the crystal structure of 2-thio-5-methylaminomethyluridine dihydrate (s2mnmSU.2H20). This nucleoside which was first isolated and whose structure was elucidated by Carbon, David & Studier (1968) 0567-7408/79/010122-04501.00 occurs in the wobble position of Gln-Lys-and GlutRNAe, co,, and forms base pairs only with adenine and not with guanine, i.e. the wobble recognition is restricted by the 5-substituent.

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Thiobases in Escherichia coli Transfer RNA: 2-Thiocytosine and 5-Methylaminomethyl-2-thiouracil

Cited by 186 publications

References 10 publications

Specific spin-labeling of transfer ribonucleic acid molecules

Specific spin-labeling of transfer ribonucleic acid molecules

A modified uridine in the first position of the anticodon of a minor species of arginine tRNA, the argU gene product, from Escherichia coli

Crystal structure and conformation of 2-thio-5-methylaminomethyluridine dihydrate

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