Abstract
A COMPARISON has been made between the catalytic labelling1 of organic compounds with deuterium and tritium and radiation-induced techniques2. Of fundamental importance in deciding the choice of method, particularly for tracer applications, is the possible change in configuration which may occur during substitution by isotopic hydrogen. In radiation-induced procedures, a preference for retention of configuration has been observed in crystalline systems such as the octyl phthalates3 and inositols4, whereas a predominance of inversion occurs in the liquid octanols and inositol ethers5 and in simple amino-acids6. In the catalytic technique, results from the only heavy-water system studied show that, in optically active lactic acid, deuteration of the opposition is generally accompanied by inversion7.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Garnett, J. L., Nucleonics, 20, 86 (1962).
Wilzbach, K. E., J. Amer. Chem. Soc., 79, 1013 (1957).
Crawford, B. R., and Garnett, J. L., in Proc. Intern. Atomic Energy Tritium Symp., Vienna, 2, 10 (1961).
Angyal, S. J., Garnett, J. L., and Hoskinson, R. M., Nature, 197, 485 (1963).
Angyal, S. J., Garnett, J. L., and Hoskinson, R. M., Austral. J. Chem., 16, 252 (1963).
Garnett, J. L., Halpern, B., Law, S. W., and Turnbull, K. (to be published).
Bell, J., Macdonald, K. A., and Reed, R. I., J. Chem. Soc., 3456 (1953).
Garnett, J. L., and Sollich, W. A., J. Catalysis, 2, 350 (1963).
Garnett, J. L., and Sollich, W. A., Nature, 201, 902 (1964).
Garnett, J. L., and Sollich, W. A., Austral. J. Chem., 18, 1003 (1965).
Garnett, J. L., and Sollich-Baumgartner, W. A., J. Phys. Chem., 68, 1850 (1965).
Garnett, J. L., and Sollich-Baumgartner, W. A., J. Phys. Chem., 68, 3177 (1964).
Brown, W. G., Garnett, J. L., and Van Hook, O. W., J. Phys. Chem., 68, 3064 (1964).
Crawford, B. R., and Garnett, J. L., Austral. J. Chem., 18, 1951 (1965).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
CALF, G., GARNETT, J., HALPERN, B. et al. Stereospecific Catalytic Labelling of Amino-acids and Mandelic Acid with Isotopic Hydrogen. Nature 209, 502–504 (1966). https://doi.org/10.1038/209502b0
Issue Date:
DOI: https://doi.org/10.1038/209502b0
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.
