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Biosynthesis of tuberin and xanthocillin from tyrosine

✍ Scribed by Richard B. Herbert; Jonathan Mann

Book ID
104233779
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
210 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

2~)-Tyrosine (5) is incorporated stereospecifically into tuberin (1) with retention of-the 3-pro-S proton and incomplete retention of the 2-S proton; a parallel pathway to the xantixiiiin (4) is apparent with stereospecific retention of the 3-pro-R -proton of tyrosine; results of experiments with threo-and erythro-3-hydroxytyrosine in relation to tuberin biosynthesis are reported. The structures of tuberin (1) and xanthocillin

(2) are at least superficially similar, and this similarity is sustained in a biosynthesis of both from tyrosine (5) with loss in each case of the carboxy-group of the amino-acid precursor. 1,2

πŸ“œ SIMILAR VOLUMES

Stereochemistry associated with the conv
Stereochemistry associated with the conversion of C-3 of serine through methylenetetrahydrofolate and methenyltetrahydrofolate in the biosynthesis of tuberin.
✍ Karl M. Cable; Richard B. Herbert; Vanessa Bertram; Douglas W. Young πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 184 KB

Results of feeding experiments in Streptomyces amakusaensis with (22, 3R)-[3-2H,]-and (22, 3g)-[2,3-2H2]-serine show that the F-formyl group in tuberin ( 1) is formed from C-3 of serine via tetrahydrofolate-linked intermediates with retention of the 3-pro-S -proton; retention is only partially stere