ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Pteridines, LXVIII. Transformation of Biopterin into Sepiapterin and Absolute Configuration of SepiapterinA new synthesis of the Drosophila pigment sepiapterin (10) has been found in the pH-dependent autoxidation of 5,6,7,8-tetrahydrobiopterin (1). Most sepiapterin is formed at pH4 leading to a 20% yield. Autoxidation of 1 at pH 7.5 caused a more severe degradation with preferential formation of 7,8-dihydroxanthopterin (11). The absolute configuration of the chiral center in 10 has been established and this natural product characterized as 6-[(S)-lactoyl]-7,8-dihydropterin. The photochemical degradation of 10 yielded pterin-6-carboxylic acid (5).
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19791120744
