The structure of SpnF a standalone enzyme that catalyzes [4 + 2] cycloaddition

Fage, Christopher D.; Isiorho, Eta A.; Liu, Yungnan; Wagner, Drew T.; Liu, Hung-wen; Keatinge-Clay, Adrian T.

doi:10.1038/nchembio.1768

Title: The structure of SpnF a standalone enzyme that catalyzes [4 + 2] cycloaddition

Journal Article · Mon Mar 02 00:00:00 EST 2015 · Nature Chemical Biology

DOI:https://doi.org/10.1038/nchembio.1768· OSTI ID:1177446

Fage, Christopher D. ^[1]; Isiorho, Eta A. ^[1]; Liu, Yungnan ^[2]; Wagner, Drew T. ^[1]; Liu, Hung-wen ^[3]; Keatinge-Clay, Adrian T. ^[4]

Univ. of Texas, Austin, TX (United States). Dept. of Molecular Biosciences
Univ. of Texas, Austin, TX (United States). College of Pharmacy. Division of Medicinal Chemistry
Univ. of Texas, Austin, TX (United States). College of Pharmacy. Division of Medicinal Chemistry. Dept. of Chemistry
Univ. of Texas, Austin, TX (United States). Dept. of Molecular Biosciences. Dept. of Chemistry

In the biosynthetic pathway of the spinosyn insecticides, the tailoring enzyme SpnF performs a [4 + 2] cycloaddition on a 22-membered macrolactone to forge an embedded cyclohexene ring. To learn more about this reaction, which could potentially proceed through a Diels-Alder mechanism, in this paper we determined the 1.50-Å-resolution crystal structure of SpnF bound to S-adenosylhomocysteine. Finally, this sets the stage for advanced experimental and computational studies to determine the precise mechanism of SpnF-mediated cyclization.

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Research Organization:: Univ. of Texas, Austin, TX (United States)

Sponsoring Organization:: USDOE Office of Science (SC); National Inst. of Health (NIH) (United States); Welch Foundation (United States)

Grant/Contract Number:: AC02-06CH11357; GM106112; GM035906; GM040541; F-1712; F-1511

OSTI ID:: 1177446

Journal Information:: Nature Chemical Biology, Vol. 11, Issue 4; ISSN 1552-4450

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United States

Language:: ENGLISH

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Cited by: 89 works

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