Evidence map›Paper›PMID 26813028›Full record

ArticleACS chemical biology2016

Insights into Complex Oxidation during BE-7585A Biosynthesis: Structural Determination and Analysis of the Polyketide Monooxygenase BexE.

David R Jackson, Xia Yu, Guojung Wang, Avinash B Patel, Jordi Calveras, Jesus F Barajas, Eita Sasaki, Mikko Metsä-Ketelä, Hung-Wen Liu, Jürgen Rohr and 1 more

Open access · greenAbstract read
In one paragraph

Article in ACS chemical biology, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
1.5field-weighted citation impact, top 17% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

9 citing papers in PubMed, 17 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Biosynthesis of Rishirilide B.Antibiotics (Basel, Switzerland) · 2018
    Article
  7. Article
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  9. Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

11 authors at 4 institutions in 2 countries.

David R JacksonDepartment of Molecular Biology and Biochemistry, Department of Chemistry, and Department of Pharmaceutical Sciences, University of California , Irvine, California 92697, United States.
Xia YuDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky , Lexington, Kentucky 40536, United States.
Guojung WangDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky , Lexington, Kentucky 40536, United States.
Avinash B PatelDepartment of Molecular Biology and Biochemistry, Department of Chemistry, and Department of Pharmaceutical Sciences, University of California , Irvine, California 92697, United States.
Jordi CalverasDivision of Medicinal Chemistry, College of Pharmacy and Department of Chemistry, University of Texas at Austin , Austin, Texas 78712, United States.
Jesus F BarajasDepartment of Molecular Biology and Biochemistry, Department of Chemistry, and Department of Pharmaceutical Sciences, University of California , Irvine, California 92697, United States.
Eita SasakiDivision of Medicinal Chemistry, College of Pharmacy and Department of Chemistry, University of Texas at Austin , Austin, Texas 78712, United States.
Mikko Metsä-KeteläDepartment of Biochemistry, University of Turku , 20014 Turku, Finland.
Hung-Wen LiuDivision of Medicinal Chemistry, College of Pharmacy and Department of Chemistry, University of Texas at Austin , Austin, Texas 78712, United States.
Jürgen RohrDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky , Lexington, Kentucky 40536, United States.
Shiou-Chuan TsaiDepartment of Molecular Biology and Biochemistry, Department of Chemistry, and Department of Pharmaceutical Sciences, University of California , Irvine, California 92697, United States.
University of California, Irvine · USThe University of Texas at Austin · USUniversity of Kentucky · USUniversity of Turku · FI

Funding

Three-Membered Ring Metabolites, Inhibition &FormationR01GM040541 · NIGMS · UNIVERSITY OF TEXAS AUSTIN · PI LIU, HUNG-WEN · 1989 to 2023
$7.4M
Mechanistic Studies of Deoxy Sugar BiosynthesisR01GM035906 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI LIU, HUNG-WEN · 1986 to 2023
$6.1M
NOVEL AUREOLIC ACID TYPE ANTITUMOR AGENTSR01CA091901 · NCI · UNIVERSITY OF KENTUCKY · PI ROHR, JURGEN T · 2001 to 2017
$3.6M
MECHANISMS OF BIOSYNTHETIC FORMATION OF DEOXY SUGARSR37GM035906 · NIGMS · UNIVERSITY OF TEXAS AUSTIN · PI LIU, HUNG-WEN · 1999 to 2008
$3.4M
The Ketoreduction and Cyclization of Aromatic Polyketide BiosynthesisR01GM076330 · NIGMS · UNIVERSITY OF CALIFORNIA-IRVINE · PI TSAI, SHIOU-CHUAN · 2007 to 2011
$1.3M
Exploring Post-Type II PKS Frame ModificationsR01GM105977 · NIGMS · UNIVERSITY OF KENTUCKY · PI ROHR, JURGEN T · 2014 to 2017
$1.1M
NCI NIH HHS CA091901NCI NIH HHS R01 CA091901NIGMS NIH HHS GM035906NIGMS NIH HHS GM040541NIGMS NIH HHS GM105977NIGMS NIH HHS R01 GM035906NIGMS NIH HHS R01 GM040541NIGMS NIH HHS R01 GM076330NIGMS NIH HHS R01GM076330NIGMS NIH HHS R01 GM105977NIGMS NIH HHS R37 GM035906
6 · The paper itself

Abstract

Cores of aromatic polyketides are essential for their biological activities. Most type II polyketide synthases (PKSs) biosynthesize these core structures involving the minimal PKS, a PKS-associated ketoreductase (KR) and aromatases/cyclases (ARO/CYCs). Oxygenases (OXYs) are rarely involved. BE-7585A is an anticancer polyketide with an angucyclic core. (13)C isotope labeling experiments suggest that its angucyclic core may arise from an oxidative rearrangement of a linear anthracyclinone. Here, we present the crystal structure and functional analysis of BexE, the oxygenase proposed to catalyze this key oxidative rearrangement step that generates the angucyclinone framework. Biochemical assays using various linear anthracyclinone model compounds combined with docking simulations narrowed down the substrate of BexE to be an immediate precursor of aklaviketone, possibly 12-deoxy-aklaviketone. The structural analysis, docking simulations, and biochemical assays provide insights into the role of BexE in BE-7585A biosynthesis and lay the groundwork for engineering such framework-modifying enzymes in type II PKSs.

Indexed as

Molecular ConformationOxidation-ReductionPolyketide SynthasesThiosugarsBE-7585APolyketide SynthasesThiosugars

Identifiers

PMID26813028
PMCPMC4902875
OpenAlexW2266881311

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.