Further Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin): Incorporation of [2,3‐ 13 C 2 ]Pyruvate into the β‐Lactam Moiety | Zendy

Roth Patricia | Zendy; Hädener Alfons | Zendy; Tamm Christoph | Zendy

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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.

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