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Pentalenene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate proof that the cyclization is catalyzed by a single enzyme


Bioorganic Chemistry 12(4): 312-328
Pentalenene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate proof that the cyclization is catalyzed by a single enzyme
A cell-free preparation from Streptomyces UC5319 was developed which catalyzes the conversion of trans, trans-farnesyl pyrophosphate (1) to pentalene (2), the parent hydrocarbon of the pentalenolactone family of sesquiterpene antibiotics. Incubation of [9-3H2, 12,13-14C]farnesyl pyrophosphate with the pentalenene synthetase gave [1,8-3H2,14,1514C]pentalenene, as established by a combination of chemical and microbial degradation methods. The retention of both equivalents of 3H in the enzymatically derived pentalenene establishes that the cyclization of trans-trans-farnesyl pyrophosphate to 2 is catalyzed by a single enzyme.

Accession: 006079174

DOI: 10.1016/0045-2068(84)90013-0

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