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Further Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin): Incorporation of [2,3‐ 13 C 2 ]Pyruvate into the β‐Lactam Moiety
Author(s) -
Roth Patricia,
Hädener Alfons,
Tamm Christoph
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730228
Subject(s) - chemistry , biosynthesis , moiety , lactam , stereochemistry , pyruvic acid , lysine , pseudomonas syringae , biochemistry , toxin , amino acid , enzyme , gene
[2,3‐ 13 C 2 ]Pyruvic acid ( 7 ) was synthesized and administered to cultures of Pseudomonas syringae pv tabaci . C(2) and C(3) of 7 were incorporated as an intact unit into the β‐lactam moiety of tabtoxin ( 1 ). The result suggests that the biosynthesis of 1 is proceeding in part along the lysine pathway. The labelling pattern in 1 and an incorporation experiment with α,α′‐dideuterated (±)‐2,6‐diaminopimelic acid ( 19 ) indicate that the branching in the biosynthesis of 1 occurs before lysine is formed.