0

[Substrate Specificity of 3-hydroxypicolinic Acid Unit in the Viridogrisein Biosynthetic Pathway]

Yunchang Xie, Jianhua Ju

Wei Sheng Wu Xue Bao. 2013 Nov 4;53(11):1179-88.

PMID: 24617259

Abstract:

Objective:
To explore the role of sgvS in the biosynthesis of 3-hydroxypicolinic acid moiety of viridogrsein, and to analyze the substrate specificity of 3-hydroxypicolinic acid moiety in the viridogrsein biosynthetic pathway.
Methods:
Through gene insertion inactivation and in trans complementation strategies, we obtained the gene inactivation mutant sgvS andits complementation mutant deltasgvS :: sgvS. Meanwhile, we fed 3-hydroxypicolinic acid, picolinic acid, 2-piperidinecarboxylic acid, 3-chloropyridinecarboxylic acid, 4-chloropyridinecarboxylic acid, 3,5-chloropyridinecarboxylic acid, nicotinic acid, 2-chloronicotinic acid, 2-fluoronicotinic acid acid, 5-fluoronicotinic acid and 6-fluoronicotinic acid to the sgvS mutant, respectively. The fermentation extracts were analyzed by HPLC.
Results:
sgvS mutant abolished the viridogrsein production; viridogrsein production was restored through in trans complementation of sgvS mutant or by feeding 3-hydroxypicolinic acid to the sgvS mutant. No new viridogrsein analogues were observed by feeding other above mentioned 3-hydroxypicolinic acid analogues tothe deltasgvS mutant.
Conclusion:
sgvS is necessary for the biosynthesis of 3-hydroxypicolinic acid moiety. The biosynthetic protein, SgvD1, activates 3-hydroxypicolinic acid, showing strict substrate specificity en route to the viridogrsein biosynthesis.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP2905864 DL-3-Ureidoisobutyric acid DL-3-Ureidoisobutyric acid 2905-86-4 Price
AP379669724 But-3-enylboronic acid But-3-enylboronic acid 379669-72-4 Price
IAR42528 Pyruvic-3-13C acid Pyruvic-3-13C acid Price
LS7931005 3-tert-Butylphenylboronic acid 3-tert-Butylphenylboronic acid Price
qrcode