Studies on Biologically Active Pteridines: III. The Absolute Configuration at the C-6 Chiral Center of Tetrahydrobiopterin Cofactor and Related Compounds1
- 1 March 1980
- journal article
- research article
- Published by Oxford University Press (OUP) in The Journal of Biochemistry
- Vol. 87 (3) , 951-957
- https://doi.org/10.1093/oxfordjournals.jbchem.a132825
Abstract
Tetrahydrobiopterin, the natural pteridine cofactor for aromatic amino acid hydroxylases, was produced stereospecifically with reference to the C-6 chiral center from 7,8-dihydrobiopterin by the action of dihydrofolate reductase. Similarly, 7,8-dihydro-6-methylpterin was reduced to tetrahydro-6-methylpterin having the same 6-configuration by the same enzyme. The absolute configuration of these tetrahydropterins at the C-6 chiral center was determined to be L, as in (2S)-1,2,3,4-tetrahydro-2-methylquinoxaline, which was derived from L-alanine, by comparison of the CD spectra.Keywords
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