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New Stereoselective α- Sialylation Method Employing Sialyl Pentenoates and PhSeOTf and Its Application to the Synthesis of a Disaccharide Portion in GPI Anchor of Scrapie Prion Protein.

초록

영어

The stereoselsctive construction of α-sialyl linkages still remains one of the most challenging tasks in synthetic carbohydrate chemistry. In this study, a new stereoselective α-sialylation method with sialyl pentenoates as sialyl donors has been developed employing PhSeOTf as a promoter. Especially sialylations of various acceptors with 5-N-trifluoroacetyl-sialyl pentenoate in acetonitrile were highly a-selective to provide exclusively or predominantly α-sialosides. This new method was applided to the synthesis of a disaccharide part of the glycosyl phosphatidyl inositol (GPI) anchor of the scrapie prion protein.

저자정보

  • Su Jeong Won Center for Bioactive Molecular Hybrids (CBMH) and the Department of Chemistry, Yonsei University, Seoul
  • Kwan Soo Kim Center for Bioactive Molecular Hybrids (CBMH) and the Department of Chemistry, Yonsei University, Seoul

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