STUDIES ON THE CONFORMATIONS OF O-URIDINE-5′-YL O-ALKYL N-PHOSPHORYL SERINE METHYL ESTERS BY NUCLEAR MAGNETIC RESONANCE (NMR) AND CIRCULAR DICHROISM (CD)

Yu-Ping Feng Bioorganic Phosphorus Chemistry Laboratory, Department of Chemistry, Tsinghua University, Beijing, 100084, P. R. China

Bo Han Bioorganic Phosphorus Chemistry Laboratory, Department of Chemistry, Tsinghua University, Beijing, 100084, P. R. China

Bo Tan Bioorganic Phosphorus Chemistry Laboratory, Department of Chemistry, Tsinghua University, Beijing, 100084, P. R. China

Yu-Fen Zhao Bioorganic Phosphorus Chemistry Laboratory, Department of Chemistry, Tsinghua University, Beijing, 100084, P. R. China

Abstract

The conformations of O-uridine-5′-yl O-alkyl N-phosphoryl serine methyl esters (1) and (2) have been investigated by nuclear magnetic resonance (NMR) and circular dichroism (CD) techniques, Nuclear Overhauser effect (NOE) measurements and CD studies revealed that the glycosyl bonds in both compounds favor the syn orientation. The stereosensitive ³¹P-¹³C coupling constants were also measured and used for the analysis of the trans and gauche conformations. The three-dimensional structural characteristics of compounds (1) and (2) were discussed.

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STUDIES ON THE CONFORMATIONS OF O-URIDINE-5′-YL O-ALKYL N-PHOSPHORYL SERINE METHYL ESTERS BY NUCLEAR MAGNETIC RESONANCE (NMR) AND CIRCULAR DICHROISM (CD)

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STUDIES ON THE CONFORMATIONS OF O-URIDINE-5′-YL O-ALKYL N-PHOSPHORYL SERINE METHYL ESTERS BY NUCLEAR MAGNETIC RESONANCE (NMR) AND CIRCULAR DICHROISM (CD)

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