Enzymatic Formation of
Indole-Containing Unnatural Cyclic
Polyprenoids by Bacterial
Squalene:Hopene Cyclase

Abe, Ikuro

Enzymatic Formation of Indole-Containing Unnatural Cyclic Polyprenoids by Bacterial Squalene:Hopene Cyclase

Posted on 2005-12-22 - 00:00

Two indole-containing substrate analogues, in which a C₂₀ isoprene unit is connected to indole (3-(geranylgeranyl)indole and 3-(farnesyldimethylallyl)indole), were synthesized and tested for enzymatic cyclization by squalene:hopene cyclase from Alicyclobacillus acidocaldarius. Interestingly, 3-(geranylgeranyl)indole was not a substrate for the bacterial squalene cyclase, while 3-(farnesyldimethylallyl)indole was efficiently converted to a 2:1 mixture of unnatural novel products.

CITE THIS COLLECTION

Tanaka, Hideya; Noguchi, Hiroshi; Abe, Ikuro (2016). Enzymatic Formation of Indole-Containing Unnatural Cyclic Polyprenoids by Bacterial Squalene:Hopene Cyclase. ACS Publications. Collection. https://doi.org/10.1021/ol052507q

https://doi.org/10.1021/ol052507q

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