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Crosstalk of Nataxazole Pathway with Chorismate‐Derived Ionophore Biosynthesis Pathways in Streptomyces sp. Tü 6176
Author(s) -
CanoPrieto Carolina,
Losada Armando A.,
Braña Alfredo F.,
Méndez Carmen,
Salas José A.,
Olano Carlos
Publication year - 2015
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201500261
Subject(s) - enterobactin , biosynthesis , siderophore , shikimate pathway , biochemistry , atp synthase , chemistry , mutant , streptomyces , shikimic acid , salicylic acid , biology , stereochemistry , enzyme , bacteria , gene , genetics
Streptomyces sp. Tü 6176, producer of cytotoxic benzoxazoles AJI9561, nataxazole, and 5‐hydroxy‐nataxazole, has been found to produce a fourth benzoxazole, UK‐1. All derive from 3‐hydroxy‐anthranilate synthesized by the nataxazole biosynthesis machinery. However, biosynthesis of AJI9561, nataxazole, and 5‐hydroxy‐nataxazole requires 6‐methylsalicylic acid also provided by nataxazole biosynthesis pathway, while biosynthesis of UK‐1 utilizes salicylic acid produced by a salicylate synthase from the coelibactin biosynthesis pathway. This clearly suggests crosstalk between nataxazole and coelibactin pathways. Overproduction of UK‐1 was obtained by growing a nataxazole non‐producing mutant (lacking 6‐methylsalicylate synthase, NatPK) in a zinc‐deficient medium. Furthermore, Streptomyces sp. Tü 6176 also produces the siderophore enterobactin in an iron‐free medium. Enterobactin production can be induced in an iron‐independent manner by inactivating natAN , which encodes an anthranilate synthase involved in nataxazole production. The results indicate a close relationship between nataxazole, enterobactin and coelibactin pathways through the shikimate pathway, the source of their common precursor, chorismate.