Facile Discrimination of Aldose Enantiomers by Reversed-Phase HPLC

• Tanaka Takashi

  Graduate School of Biomedical Sciences, Nagasaki University

• Nakashima Tatsuya

  Graduate School of Biomedical Sciences, Nagasaki University

• Ueda Toshihisa

  Faculty of Agriculture, Saga University

• Tomii Kenji

  Graduate School of Biomedical Sciences, Nagasaki University

• Kouno Isao

  Graduate School of Biomedical Sciences, Nagasaki University

Abstract

One-pot reactions of aldoses with L-cysteine methyl ester and o-tolyl isothiocyanate yielded methyl 2-(polyhydroxyalkyl)-3-(o-tolylthiocarbamoyl)-thiazolidine-4(R)-carboxylates. Direct HPLC analysis of the reaction mixture and UV detection at 250 nm discriminated D- and L-enantiomers of aldoses. The reaction was applied to the determination of absolute configuration the sugar residues of an aroma precursor.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 55 (6), 899-901, 2007

  The Pharmaceutical Society of Japan

Keywords

• aldose
• absolute configuration
• HPLC
• cysteine
• isothiocyanate

Details

• CRID: 1390001204170460672
• NII Article ID: 110006278693
• NII Book ID: AA10885497
• DOI: 10.1248/cpb.55.899
• COI: 1:STN:280:DC%2BD2szivVCgsg%3D%3D
• ISSN: 13475223
• ISSN: 00092363
• HANDLE: 10069/14910
• NDL BIB ID: 8741126
• PubMed: 17541189
• Web Site: https://nagasaki-u.repo.nii.ac.jp/records/21026
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I8741126
• Web Site: http://www.jstage.jst.go.jp/article/cpb/55/6/55_6_899/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • IRDB
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• Abstract License Flag: Disallowed