Structural highlights
Function
BACG_BACSU Along with the bacABCDEF operon, BacG is involved in the biosynthesis of the nonribosomally synthesized dipeptide antibiotic bacilysin, composed of L-alanine and L-anticapsin. Bacilysin is an irreversible inactivator of the glutaminase domain of glucosamine synthetase (PubMed:20052993). BacG catalyzes the stereoselective reduction of exocyclic-delta(3),delta(5)-dihydro-hydroxyphenylpyruvate (ex-H2HPP), adding a pro-S hydride equivalent to C4 position to yield tetrahydro-hydroxyphenylpyruvate (H4HPP) (PubMed:22765234, PubMed:23519407). Although the 3Z,7R-ex-H2HPP isomer is kinetically disfavored by BacB and produced in a smaller quantity than 3E,7R-ex-H2HPP, it is the preferred substrate for the conjugate reduction reaction of BacG (PubMed:22765234, PubMed:23519407).[1] [2] [3]
References
- ↑ Mahlstedt SA, Walsh CT. Investigation of anticapsin biosynthesis reveals a four-enzyme pathway to tetrahydrotyrosine in Bacillus subtilis. Biochemistry. 2010 Feb 9;49(5):912-23. PMID:20052993 doi:10.1021/bi9021186
- ↑ Parker JB, Walsh CT. Stereochemical outcome at four stereogenic centers during conversion of prephenate to tetrahydrotyrosine by BacABGF in the bacilysin pathway. Biochemistry. 2012 Jul 17;51(28):5622-32. PMID:22765234 doi:10.1021/bi3006362
- ↑ Rajavel M, Perinbam K, Gopal B. Structural insights into the role of Bacillus subtilis YwfH (BacG) in tetrahydrotyrosine synthesis. Acta Crystallogr D Biol Crystallogr. 2013 Mar;69(Pt 3):324-32. doi:, 10.1107/S0907444912046690. Epub 2013 Feb 16. PMID:23519407 doi:http://dx.doi.org/10.1107/S0907444912046690
