EurekaMag.com logo
+ Site Statistics
References:
53,517,315
Abstracts:
29,339,501
+ Search Articles
+ Subscribe to Site Feeds
EurekaMag Most Shared ContentMost Shared
EurekaMag PDF Full Text ContentPDF Full Text
+ PDF Full Text
Request PDF Full TextRequest PDF Full Text
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter
Follow on Google+Follow on Google+
Follow on LinkedInFollow on LinkedIn

+ Translate

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



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



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

Download citation: RISBibTeXText

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

Download PDF Full Text: Pentalenene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate proof that the cyclization is catalyzed by a single enzyme



Related references

Pentalenene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate inversion at c 1 during 11 membered ring formation. Journal of the American Chemical Society 110(7): 5922-5923, 1988

Pentalenene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate anti stereochemistry in a biological s e reaction. 1988

Trichodiene biosynthesis and the role of nerolidyl pyrophosphate in the enzymatic cyclization of farnesyl pyrophosphate. Journal of the American Chemical Society 110(20): 6865-6870, 1988

Bergamotene biosynthesis and the enzymatic cyclization of farnesyl pyrophosphate. Journal of the American Chemical Society 111(3): 1152-1153, 1989

Aristolochene biosynthesis and enzymatic cyclization of farnesyl pyrophosphate. Journal of the American Chemical Society 111(24): 8914-8917, 1989

Trichodiene biosynthesis and the stereochemistry of the enzymatic cyclization of farnesyl pyrophosphate. Bioorganic Chemistry 13(3): 246-265, 1985

Aristolochene biosynthesis stereochemistry of the deprotonation steps in the enzymatic cyclization of farnesyl pyrophosphate. Journal of the American Chemical Society 112(8): 3209-3210, 1990

Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of (+)- and (-)-linalyl pyrophosphate to (+)- and (-)-bornyl pyrophosphate. Journal of Biological Chemistry 261(29): 13438-13445, 1986

Theoretical studies on farnesyl cation cyclization: pathways to pentalenene. Journal of the American Chemical Society 128(18): 6172-6179, 2006

Trichodiene biosynthesis and the enzymatic cyclization of farnesyl pyro phosphate. Journal of the American Chemical Society 103(8): 2136-2138, 1981

Sodorifen biosynthesis in the rhizobacterium Serratia plymuthica involves methylation and cyclization of MEP-derived farnesyl pyrophosphate by a SAM-dependent C-methyltransferase. Journal of the American Chemical Society, 2018

Cyclization of farnesyl pyrophosphate to the sesquiterpene olefins humulene and caryophyllene by an enzyme system from sage (Salvia officinalis). Archives of Biochemistry and Biophysics 233(2): 838-841, 1984

Trichodiene biosynthesis and the enzymatic cyclization of nerolidyl pyrophosphate. Journal of the American Chemical Society 108(11): 3097-3099, 1986

Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of linalyl pyrophosphate to (-)-endo-fenchol. Journal of Biological Chemistry 260(26): 13901-8, 1985

Biosynthesis of monoterpenes enantioselectivity in the enzymatic cyclization of linalyl pyrophosphate to levo endofenchol. Journal of Biological Chemistry 260(26): 13901-13908, 1985