Skip to main content
Log in

On the synthesis of serine and homoserine samples asymmetrically labelled with tritium and deuterium in the hydroxymethylene group

  • Specialia
  • Published:
Experientia Aims and scope Submit manuscript

Summary

(1 R) [1-3H,2H1] 3-Phenylpropanol, the key intermediate in the synthesis of (4 R) [4-3H,2H1] D, L-homoserine and of the (4 S)-isomer, is obtained from (1 S) [1-2H1] 3-phenylpropanol and (1 RS) [1-3H] ethanol upon incubation with yeast alcohol dehydrogenase and NAD+; under similar conditions 2-phenylethanol undergoes very small exchange with [1-2H2] ethanol.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. E. E. Snell and S. J. Di Mari, in: The Enzymes, 3rd edn., vol. II, p. 335. Ed. P. D. Boyer. Academic Press, New York/London 1970.

    Google Scholar 

  2. C. Yanofsky and I. P. Crawford, in: The Enzymes, 3rd edn., vol. VII, p. 1 Ed. P. D. Boyer, Academic Press, New York/London 1972.

    Google Scholar 

  3. G. Skye, R. Potts and H. G. Floss, J. Am. chem. Soc.96, 1593 (1974)

    Article  PubMed  Google Scholar 

  4. C. Fuganti, D. Ghiringhelli, D. Giangrasso, P. Grasselli and A. Santopietro-Amisano, Chimica Ind., Milano56, 424 (1974)

    Google Scholar 

  5. C. Fuganti, D. Ghiringhelli, D. Giangrasso and P. Grasselli, J. chem. Soc. chem. Commun.1974, 726

  6. E. Schleicher, K. Mascaro, R. Potts, D. R. Mann and H. G. Floss, J. Am. chem. Soc.98, 1043 (1976)

    Article  PubMed  Google Scholar 

  7. H. G. Floss, E. Schleicher and R. Potts, J. biol. Chem.251, 5478 (1976)

    PubMed  Google Scholar 

  8. Y-Fa Schleicher and R. Potts, J. Am. Chem. Soc.98, 3397 (1976)

    Article  PubMed  Google Scholar 

  9. H. Kumagai, H. Yamada, S. Sawada, E. Schleicher, K. Mascaro and H. G. Floss, J. chem. Soc. chem. Commun.1977, 85

  10. C. Tatum, J. Vederas, E. Schleicher, S. benkovic and H. G. Floss, J. chem. Soc. chem. Comm.1977, 218.

  11. B. I. Posner and M. Flavin, J. biol. Chem.247, 6412 and 6418 (1972); C. Fuganti and D. Coggiola, Experientia33, 847 (1977).

    PubMed  Google Scholar 

  12. D. Coggiola, C. Fuganti, D. Ghiringhelli and P. Grasselli, J. chem. Soc. chem. Commun.1976, 143.

  13. A. R. Battersby, J. Staunton and H. R. Wiltshire, J. chem. Soc. Perkin1975, 1156.

  14. C. Fuganti, D. Ghiringhelli and P. Grasselli, J. chem. Soc. chem. Commun.1975, 846.

  15. H. Gerlach and B. Zagalak, J. chem. Soc. chem. Commun.1973, 274.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fuganti, C., Ghiringhelli, D. & Grasselli, P. On the synthesis of serine and homoserine samples asymmetrically labelled with tritium and deuterium in the hydroxymethylene group. Experientia 34, 297–298 (1978). https://doi.org/10.1007/BF01922993

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01922993

Keywords

Navigation