Evidence map›Paper›PMID 31308531›Full record

ArticleNature chemical biology2019

Glycosylation of acyl carrier protein-bound polyketides during pactamycin biosynthesis.

Auday A Eida, Mostafa E Abugrain, Corey J Brumsted, Taifo Mahmud

Abstract read
In one paragraph

Article in Nature chemical biology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Article
  2. Review
  3. Review
  4. Article
  5. Article
  6. Article
  7. Review
  8. Article
  9. Strategies for the Syntheses of Pactamycin and Jogyamycin.Angewandte Chemie (International ed. in English) · 2021
    Review
  10. Article
  11. Identification and Characterization of a NovelMolecules (Basel, Switzerland) · 2020
    Article
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

4 authors.

Auday A EidaDepartment of Pharmaceutical Sciences, Oregon State University, Corvallis, OR, USA.
Mostafa E AbugrainDepartment of Pharmaceutical Sciences, Oregon State University, Corvallis, OR, USA.
Corey J BrumstedDepartment of Chemistry, Oregon State University, Corvallis, OR, USA.
Taifo MahmudDepartment of Pharmaceutical Sciences, Oregon State University, Corvallis, OR, USA. Taifo.Mahmud@oregonstate.edu.ORCID http://orcid.org/0000-0001-9639-526X

Funding

Biosynthetic studies and development of ribomimetic-based anti-infectivesR01AI129957 · NIAID · OREGON STATE UNIVERSITY · PI MAHMUD, TAIFO · 2018 to 2022
$1.8M
Biochemical and Mechanistic Studies of PseudoglycosyltransferasesR15GM112068 · NIGMS · OREGON STATE UNIVERSITY · PI MAHMUD, TAIFO · 2014 to 2014
$312k
NIAID NIH HHS R01 AI129957NIGMS NIH HHS R15 GM112068
6 · The paper itself

Abstract

Glycosylation is a common modification reaction in natural product biosynthesis and has been known to be a post-assembly line tailoring process in glycosylated polyketide biosynthesis. Here, we show that in pactamycin biosynthesis, glycosylation can take place on an acyl carrier protein (ACP)-bound polyketide intermediate. Using in vivo gene inactivation, chemical complementation and in vitro pathway reconstitution, we demonstrate that the 3-aminoacetophenone moiety of pactamycin is derived from 3-aminobenzoic acid by a set of discrete polyketide synthase proteins via a 3-(3-aminophenyl)3-oxopropionyl-ACP intermediate. This ACP-bound intermediate is then glycosylated by an N-glycosyltransferase, PtmJ, providing a sugar precursor for the formation of the aminocyclopentitol core structure of pactamycin. This is the first example of glycosylation of a small molecule while tethered to a carrier protein. Additionally, we demonstrate that PtmO is a hydrolase that is responsible for the release of the ACP-bound product to a free β-ketoacid that subsequently undergoes decarboxylation.

Indexed as

Bacterial ProteinsCarrier ProteinsCloning, MolecularGene Expression Regulation, BacterialPactamycinPolyketidesPolyketide SynthasesProtein BindingStreptomycesBacterial ProteinsCarrier ProteinsPactamycinPolyketidesPolyketide Synthases

Identifiers

PMID31308531
PMCPMC6642016

What OpenQuestion holds

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Registered trials

None linked

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.