{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,27]],"date-time":"2026-08-27T00:19:39Z","timestamp":1787789979972,"version":"build-2784847793"},"reference-count":39,"publisher":"Wiley","issue":"43","license":[{"start":{"date-parts":[[2014,9,11]],"date-time":"2014-09-11T00:00:00Z","timestamp":1410393600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2014,10,20]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Polyketides typically result from head\u2010to\u2010tail condensation of acyl thioesters to produce highly functionalized linear chains. The biosynthesis of the phytotoxin rhizoxin, however, involves a polyketide synthase (PKS) module that introduces a \u03b4\u2010lactone chain branch through Michael addition of a malonyl extender to an \u03b1,\u03b2\u2010unsaturated intermediate unit. To evaluate the scope of the branching module, polyketide mimics were synthesized and their biotransformation by the reconstituted PKS module from the <jats:italic>Rhizopus<\/jats:italic> symbiont <jats:italic>Burkholderia rhizoxinica<\/jats:italic> was monitored in\u2005vitro. The impact of the type and configuration of the \u03b4\u2010substituents was probed and it was found that amino\u2010substituted surrogates yield the corresponding lactams. A carboxamide analogue was transformed into a glutarimide unit, which can be found in many natural products. Our findings illuminate the biosynthesis of glutarimide\u2010bearing polyketides and also demonstrate the utility of this branching module for synthetic biology.<\/jats:p>","DOI":"10.1002\/anie.201407282","type":"journal-article","created":{"date-parts":[[2014,9,11]],"date-time":"2014-09-11T20:34:57Z","timestamp":1410467697000},"page":"11645-11649","source":"Crossref","is-referenced-by-count":35,"title":["Enzymatic Polyketide Chain Branching To Give Substituted Lactone, Lactam, and Glutarimide 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