Biosynthesis of para-Cyclophane-Containing Hirsutellone Family of Fungal Natural Products | Zendy

M. Ohashi | Zendy; Thomas B. Kakule | Zendy; ManCheng Tang | Zendy; Cooper S. Jamieson | Zendy; Mengting Liu | Zendy; YiLei Zhao | Zendy; K. N. Houk | Zendy; Yi Tang | Zendy

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Biosynthesis of para-Cyclophane-Containing Hirsutellone Family of Fungal Natural Products

Author(s) -

M. Ohashi,

Thomas B. Kakule,

ManCheng Tang,

Cooper S. Jamieson,

Mengting Liu,

YiLei Zhao,

K. N. Houk,

Yi Tang

Publication year - 2021

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.1c00098

Subject(s) - chemistry , cyclophane , stereochemistry , cycloaddition , ring (chemistry) , oxidoreductase , crystal structure , biochemistry , crystallography , organic chemistry , enzyme , catalysis

Hirsutellones are fungal natural products containing a macrocyclic para- cyclophane connected to a decahydrofluorene ring system. We have elucidated the biosynthetic pathway for pyrrocidine B ( 3 ) and GKK1032 A 2 ( 4 ). Two small hypothetical proteins, an oxidoreductase and a lipocalin-like protein, function cooperatively in the oxidative cyclization of the cyclophane, while an additional hypothetical protein in the pyrrocidine pathway catalyzes the exo- specific cycloaddition to form the cis- fused decahydrofluorene.

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