Versatile synthon for chirally β-deuterated L-Amino acids and synthesis of (3R)- and (3S)-[3–2H1-l-Serine

Bioscience, Biotechnology and Biochemistry

Volumn 60, Issue 8, 1996, Pages 1248-1254

  Maeda, Yutaka ^a   Tago, Keiko ^a   Eguchi, Tadashi ^a   Kakinuma, Katsumi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Amino acid; Chiral labeling; Chirality template; Synthesis

Indexed keywords

ACETONYLACETONE; AMINO ACID; CARBAMIC ACID; ION; SERINE;

CHIRALITY; CYCLIZATION; DNA TEMPLATE; METHODOLOGY; SYNTHESIS;

EID: 0029861085     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.60.1248     Document Type: Article

References (16)

1. D. M. LeMaster, Quart. Rev. Biophys., 23, 133-174 (1990).
2. R. K. Hill, in "Bioorganic Chemistry,” ed. by E. E. van Tamelen, Academic Press, New York, 1978, pp. 111-152.
3. R. J. Parry, in “Bioorganic Chemistry,” ed. by E. E. van Tamelen, Academic Press, New York, 1978, pp. 247-272.
4. R. M. Williams, in “Synthesis of Optically Active a-Amino Acids," Pergamon Press, New York, 1989.
5. K. Kobayashi, H. G. Floss, and K. Kakinuma. J. Org. Chem., 49. 1290-1291 (1984).
6. K. Kakinuma, N. Imamura, and Y. Saba, Tetrahedron Lett., 23, 1697-1701 (1982).
7. K. Kakinuma, Y. Iihama, I. Takagi, K. Ozawa, N. Yamauchi, N. Imamura, Y. Esumi, and M. Uramoto, Tetrahedron, 48, 3763-3774 (1992).
8. K. Kakinuma and H.-Y. Li, Tetrahedron Lett., 30, 4157-4160 (1989).
9. K. Kakinuma, H. Terasawa, H.-Y. Li, K. Miyazaki, and T. Oshima, Biosci. Biotech. Biochem., 57, 1916-1923 (1993).
10. H. Terasawa, K. Miyazaki, T. Oshima, T. Eguchi, and K. Kakinuma, Biosci. Biotech. Biochem., 58, 870-873 (1994).
11. T. Eguchi, T. Koudate, and K. Kakinuma, Tetrahedron, 49, 4527-4540 (1993).
12. J. E. Baldwin, J. Chem. Sot:, Chem. Commun., 1976, 734.
13. S. Knapp, A. B. J. Naughton, and T. G. Murali Dhar. Tetrahedron Lett., 33, 1025-1028 (1992).
14. R. M. C. Dawson, D. C. Elliott, W. H. Elliott, and K. M. Jones, in "Data for Biochemical Research," 3rd Ed., Clarendon Press, Oxford, 1986, p. 26.
15. L. Slieker and S. J. Benkovic, J. Label. Comp. Radiopharm., 19, 647-657 (1982).
16. D. Gini and D. W. Young. J. Chem. Sot:. Perkin Trans. 1, 1983. 2393-2398.