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Polyketide
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Polyketide

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (30 April 2011) | Viewed by 20620

Special Issue Editor

Dr. James T. Kealey

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Amyris Biotechnologies, 5885 Hollis Street, Suite 100, Emeryville, CA 94608, USA
Special Issues, Collections and Topics in MDPI journals

Keywords

  • metabolic engineering
  • synthetic biology
  • natural products
  • polyketides
  • isoprenoids
  • heterologous production
  • renewable fuels and chemicals

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Published Papers (2 papers)

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Research

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366 KiB  
Article
Synthetic Studies on Bioactive Natural Polyketides: Intramolecular Nitrile Oxide-Olefin Cycloaddition Approach for Construction of a Macrolactone Skeleton of Macrosphelide B
by Seung-Mann Paek and Young-Ger Suh
Molecules 2011, 16(6), 4850-4860; https://doi.org/10.3390/molecules16064850 - 10 Jun 2011
Cited by 8 | Viewed by 5842
Abstract
Studies on the synthesis of macrosphelide B via an intramolecular nitrile oxide-olefin cycloaddition (INOC) is described. In particular, an asymmetric INOC approach using phase transfer catalysts seems to be a potentially efficient and versatile procedure for the construction of the macrolactone skeleton of [...] Read more.
Studies on the synthesis of macrosphelide B via an intramolecular nitrile oxide-olefin cycloaddition (INOC) is described. In particular, an asymmetric INOC approach using phase transfer catalysts seems to be a potentially efficient and versatile procedure for the construction of the macrolactone skeleton of macrosphelide B in terms of facial selectivity. Our preliminary and unprecedented stereoselective procedure is anticipated to be usefully applied through further studies for the synthesis of the macrosphelide family. Full article
(This article belongs to the Special Issue Polyketide)
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Review

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1154 KiB  
Review
The Stereochemistry of Complex Polyketide Biosynthesis by Modular Polyketide Synthases
by David H. Kwan and Frank Schulz
Molecules 2011, 16(7), 6092-6115; https://doi.org/10.3390/molecules16076092 - 20 Jul 2011
Cited by 62 | Viewed by 14324
Abstract
Polyketides are a diverse class of medically important natural products whose biosynthesis is catalysed by polyketide synthases (PKSs), in a fashion highly analogous to fatty acid biosynthesis. In modular PKSs, the polyketide chain is assembled by the successive condensation of activated carboxylic acid-derived [...] Read more.
Polyketides are a diverse class of medically important natural products whose biosynthesis is catalysed by polyketide synthases (PKSs), in a fashion highly analogous to fatty acid biosynthesis. In modular PKSs, the polyketide chain is assembled by the successive condensation of activated carboxylic acid-derived units, where chain extension occurs with the intermediates remaining covalently bound to the enzyme, with the growing polyketide tethered to an acyl carrier domain (ACP). Carboxylated acyl-CoA precursors serve as activated donors that are selected by the acyltransferase domain (AT) providing extender units that are added to the growing chain by condensation catalysed by the ketosynthase domain (KS). The action of ketoreductase (KR), dehydratase (DH), and enoylreductase (ER) activities can result in unreduced, partially reduced, or fully reduced centres within the polyketide chain depending on which of these enzymes are present and active. The PKS-catalysed assembly process generates stereochemical diversity, because carbon–carbon double bonds may have either cis- or trans- geometry, and because of the chirality of centres bearing hydroxyl groups (where they are retained) and branching methyl groups (the latter arising from use of propionate extender units). This review shall cover the studies that have determined the stereochemistry in many of the reactions involved in polyketide biosynthesis by modular PKSs. Full article
(This article belongs to the Special Issue Polyketide)
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