Evidence map›Paper›PMID 27797509›Full record

ArticleJournal of the American Chemical Society2016

Targeting Reactive Carbonyls for Identifying Natural Products and Their Biosynthetic Origins.

Tucker Maxson, Jonathan I Tietz, Graham A Hudson, Xiao Rui Guo, Hua-Chia Tai, Douglas A Mitchell

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing papers in PubMed
3.4field-weighted citation impact, top 8% 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

24 citing papers in PubMed, 56 citations in OpenAlex.

  1. Review
  2. Review
  3. Article
  4. Article
  5. Article
  6. Genomes and secondary metabolomes ofFrontiers in microbiology · 2024
    Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Catch-enrich-release approach for amine-containing natural products.Chemical communications (Cambridge, England) · 2022
    Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Enzymatic CJournal of the American Chemical Society · 2021
    Article
  17. Article
  18. Journal of natural products · 2021
    Article
  19. Article
  20. 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

6 authors at 1 institution in 1 country.

Tucker MaxsonDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Jonathan I TietzDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Graham A HudsonDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Xiao Rui GuoDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Hua-Chia TaiDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Douglas A MitchellDepartment of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
University of Illinois Urbana-Champaign · US

Funding

Training Program in Chemistry-Interface with BiologyT32GM070421 · NIGMS · UNIVERSITY OF ILLINOIS URBANA-CHAMPAIGN · PI HERGENROTHER, PAUL · 2005 to 2019
$5.4M
A common denominator of pathogenesis; a rare opportunity for novel therapeutic deDP2OD008463 · OD · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI MITCHELL, DOUGLAS ALAN · 2011 to 2011
$2.4M
4800 Plus MALDI TOF/TOF AnalyzerS10RR027109 · NCRR · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI VAN DER DONK, WILFRED A. · 2010 to 2010
$395k
NCRR NIH HHS S10 RR027109NIGMS NIH HHS T32 GM070421NIH HHS DP2 OD008463
6 · The paper itself

Abstract

Natural products (NPs) serve important roles as drug candidates and as tools for chemical biology. However, traditional NP discovery, largely based on bioassay-guided approaches, is biased toward abundant compounds and rediscovery rates are high. Orthogonal methods to facilitate discovery of new NPs are thus needed, and herein we describe an isotope tag-based expansion of reactivity-based NP screening to address these shortcomings. Reactivity-based screening is a directed discovery approach in which a specific reactive handle on the NP is targeted by a chemoselective probe to enable its detection by mass spectrometry. In this study, we have developed an aminooxy-containing probe to guide the discovery of aldehyde- and ketone-containing NPs. To facilitate the detection of labeling events, the probe was dibrominated, imparting a unique isotopic signature to distinguish labeled metabolites from spectral noise. As a proof of concept, the probe was then utilized to screen a collection of bacterial extracts, leading to the identification of a new analogue of antipain, deimino-antipain. The bacterial producer of deimino-antipain was sequenced and the responsible biosynthetic gene cluster was identified by bioinformatic analysis and heterologous expression. These data reveal the previously undetermined genetic basis for a well-known family of aldehyde-containing, peptidic protease inhibitors, including antipain, chymostatin, leupeptin, elastatinal, and microbial alkaline protease inhibitor, which have been widely used for over 40 years.

Indexed as

AldehydesBiological ProductsComputational BiologyKetonesMolecular StructureStreptomycesAldehydesBiological ProductsKetones

Identifiers

PMID27797509
PMCPMC5148692
OpenAlexW2545727925

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.