Evidence map›Paper›PMID 27072782›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Oxidative trans to cis Isomerization of Olefins in Polyketide Biosynthesis.

Tsuyoshi Yamamoto, Yuta Tsunematsu, Kodai Hara, Tomohiro Suzuki, Shinji Kishimoto, Hirokazu Kawagishi, Hiroshi Noguchi, Hiroshi Hashimoto, Yi Tang, Kinya Hotta and 1 more

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
–field-weighted citation impact
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

3 citing papers in PubMed.

  1. Article
  2. Review
  3. 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.

Tsuyoshi YamamotoDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Yuta TsunematsuDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Kodai HaraDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Tomohiro SuzukiResearch Institute of Green Science and Technology, Graduate School of Agriculture, Graduate School of Science and Technology, Shizuoka University, Shizuoka, 422-8529, Japan.
Shinji KishimotoDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Hirokazu KawagishiResearch Institute of Green Science and Technology, Graduate School of Agriculture, Graduate School of Science and Technology, Shizuoka University, Shizuoka, 422-8529, Japan.
Hiroshi NoguchiDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Hiroshi HashimotoDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan.
Yi TangDepartment of Chemical and Biomolecular Engineering and Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.
Kinya HottaSchool of Biosciences, The University of Nottingham Malaysia Campus, Selangor, 43500, Malaysia.
Kenji WatanabeDepartment of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, 422-8526, Japan. kenji55@u-shizuoka-ken.ac.jp.

Funding

MIRA: Enzymology and Self-Resistance of Natural Product BiosynthesisR35GM118056 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Yi Tang · 2016 to 2026
$6.1M
Rediscovering Natural Chemical Diversity -1DP1GM106413DP1GM106413 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI TANG, YI · 2012 to 2016
$3.9M
NIGMS NIH HHS DP1 GM106413NIGMS NIH HHS R35 GM118056
6 · The paper itself

Abstract

Geometric isomerization can expand the scope of biological activities of natural products. The observed chemical diversity among the pseurotin-type fungal secondary metabolites is in part generated by a trans to cis isomerization of an olefin. In vitro characterizations of pseurotin biosynthetic enzymes revealed that the glutathione S-transferase PsoE requires participation of the bifunctional C-methyltransferase/epoxidase PsoF to complete the trans to cis isomerization of the pathway intermediate presynerazol. The crystal structure of the PsoE/glutathione/presynerazol complex indicated stereospecific glutathione-presynerazol conjugate formation is the principal function of PsoE. Moreover, PsoF was identified to have an additional, unexpected oxidative isomerase activity, thus making it a trifunctional enzyme which is key to the complexity generation in pseurotin biosynthesis. Through the study, we identified a novel mechanism of accomplishing a seemingly simple trans to cis isomerization reaction.

Indexed as

biosynthesisenzymesisomerizationnatural productspolyketides

Identifiers

PMID27072782
PMCPMC5089960

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.