acs chem biol Jim Hanson.pdf (1.01 MB)
Genetic and molecular basis of botrydial biosynthesis: connecting cytochrome P450-encoding genes to biosynthetic intermediates
journal contribution
posted on 2023-06-09, 08:37 authored by Javier Moraga, Bérengère Dalmais, Inmaculada Izquierdo-Bueno, Josefina Aleu, James Hanson, Rosario Hernández-Galán, Muriel Viaud, Isidro G ColladoOver two hundred species of plants can be infected by the phytopathogenic fungus Botrytis cinerea under a range of different environmental conditions. In response to these, the fungus produces unique terpenoid and polyketide metabolites. Parts of the plants may be killed by the phytotoxin botrydial, enabling the fungus to feed on the dead cells. In this paper, we describe the genetic and molecular basis of botrydial biosynthesis and the function of the five genes of the genome of B. cinerea that together constitute the botrydial biosynthetic gene cluster. Genes BcBOT3 and BcBOT4, encoding two cytochrome P450 monooxygenases, were inactivated by homologous recombination and were shown to catalyze regio- and stereospecific hydroxylations at the carbons C-10 and C-4, respectively, of the presilphiperfolan-8ß-ol skeleton. The null mutants, bcbot3? and bcbot4?, accumulated key intermediates in the botrydial biosynthesis enabling the complete genetic and molecular basis of the botrydial biosynthetic pathway to be established. Furthermore, the bcbot4? mutant overproduced a significant number of polyketides, which included, in addition to known botcinins, botrylactones and cinbotolide A, two new botrylactones and two new cinbotolides, cinbotolides B and C.
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Publication status
- Published
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- Published version
Journal
ACS Chemical BiologyISSN
1554-8929Publisher
American Chemical SocietyExternal DOI
Issue
10Volume
11Page range
2838-2846Department affiliated with
- Chemistry Publications
Full text available
- Yes
Peer reviewed?
- Yes
Legacy Posted Date
2017-11-06First Open Access (FOA) Date
2017-11-06First Compliant Deposit (FCD) Date
2017-11-03Usage metrics
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