Stereoselective formation of a 2′(3′)-aminoacyl ester of a nucleotide

作者: Arthur L. Weber

DOI: 10.1007/BF02100034

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摘要: Reaction of DL-serine and adenosine-5-phosphorimidazolide in the presence adenosine-5'-(O-methylphosphate) imidazole resulted stereoselective synthesis aminoacyl nucleotide ester 2'(3')-O-seryl-adenosine-5'-(O-methylphosphate). The enantiomeric excess D-serine incorporated into 2'(3')-O-seryl-adenosine-5'-(O-methylphosphate) was about 9%. Adenylyl-(5'----N)-serine an unknown product also D-serine; however, serylserine showed L-serine. relationship these results to origin biological pairing L-amino acids nucleotides containing D-ribose is discussed.

参考文章(23)
Alfred Dbarksdale, Andreas Rosenberg, [16] Measurement of protein dissociation constants by tritium exchange Methods in Enzymology. ,vol. 48, pp. 321- 346 ,(1978) , 10.1016/S0076-6879(78)48018-8
Francis Schuber, Monique Pinck, On the chemical reactivity of aminoacyl-tRNA ester bond Biochimie. ,vol. 56, pp. 383- 390 ,(1974) , 10.1016/S0300-9084(74)80146-X
Milton. Winitz, Jesse P. Greenstein, Chemistry of the amino acids Wiley. ,(1961)
H.G. Zachau, H. Feldmann, Amino Acid Esters of RNA, Nucleosides, and Related Compounds Progress in Nucleic Acid Research and Molecular Biology. ,vol. 4, pp. 217- 230 ,(1965) , 10.1016/S0079-6603(08)60789-8
Arthur L. Weber, Sidney W. Fox, Aminoacylation and acetylaminoacylation of homopolyribonucleotides Biochimica et Biophysica Acta. ,vol. 319, pp. 174- 187 ,(1973) , 10.1016/0005-2787(73)90008-7
JAMES C. LACEY, KENNETH M. PRUITT, Origin of the Genetic Code Nature. ,vol. 223, pp. 799- 804 ,(1969) , 10.1038/223799A0
Arthur L. Weber, Leslie E. Orgel, The formation of dipeptides from amino acids and the 2'(3')-glycyl ester of an adenylate. Journal of Molecular Evolution. ,vol. 13, pp. 185- 191 ,(1979) , 10.1007/BF01739478
Arthur L. Weber, James C. Lacey, Aminoacyl transfer from an adenylate anhydride to polyribonucleotides. Journal of Molecular Evolution. ,vol. 6, pp. 309- 320 ,(1975) , 10.1007/BF01794637