Limits...
Biosynthesis of oxygen and nitrogen-containing heterocycles in polyketides

View Article: PubMed Central - HTML - PubMed

ABSTRACT

This review highlights the biosynthesis of heterocycles in polyketide natural products with a focus on oxygen and nitrogen-containing heterocycles with ring sizes between 3 and 6 atoms. Heterocycles are abundant structural elements of natural products from all classes and they often contribute significantly to their biological activity. Progress in recent years has led to a much better understanding of their biosynthesis. In this context, plenty of novel enzymology has been discovered, suggesting that these pathways are an attractive target for future studies.

No MeSH data available.


A zipper mechanism leads to the formation of oxygen heterocycles in monensin biosynthesis [109–111].
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
getmorefigures.php?uid=PMC4979870&req=5

C17: A zipper mechanism leads to the formation of oxygen heterocycles in monensin biosynthesis [109–111].

Mentions: During the biosynthesis of ionophoric terrestrial and marine polyethers, polyolefinic PKS products are first polyepoxidised and these epoxides are then opened in a so-called zipper mechanism that installs furan and/or pyran rings as well as cyclic acetals, if carbonyl groups are involved (shown for monensin in Scheme 17) [109–111]. While polyepoxidation is usually effected by only one epoxidase, one or more epoxide hydrolases mediate regioselective epoxide opening and following controlled cyclisation.


Biosynthesis of oxygen and nitrogen-containing heterocycles in polyketides
A zipper mechanism leads to the formation of oxygen heterocycles in monensin biosynthesis [109–111].
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC4979870&req=5

C17: A zipper mechanism leads to the formation of oxygen heterocycles in monensin biosynthesis [109–111].
Mentions: During the biosynthesis of ionophoric terrestrial and marine polyethers, polyolefinic PKS products are first polyepoxidised and these epoxides are then opened in a so-called zipper mechanism that installs furan and/or pyran rings as well as cyclic acetals, if carbonyl groups are involved (shown for monensin in Scheme 17) [109–111]. While polyepoxidation is usually effected by only one epoxidase, one or more epoxide hydrolases mediate regioselective epoxide opening and following controlled cyclisation.

View Article: PubMed Central - HTML - PubMed

ABSTRACT

This review highlights the biosynthesis of heterocycles in polyketide natural products with a focus on oxygen and nitrogen-containing heterocycles with ring sizes between 3 and 6 atoms. Heterocycles are abundant structural elements of natural products from all classes and they often contribute significantly to their biological activity. Progress in recent years has led to a much better understanding of their biosynthesis. In this context, plenty of novel enzymology has been discovered, suggesting that these pathways are an attractive target for future studies.

No MeSH data available.