Evidence map›Paper›PMID 30206228›Full record

ArticleNature communications2018

Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin.

Kwo-Kwang A Wang, Tai L Ng, Peng Wang, Zedu Huang, Emily P Balskus, Wilfred A van der Donk

Abstract read
In one paragraph

Article in Nature communications, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.

0numbers the graph read from it
0cells of the map it votes in
33citing 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

33 citing papers in PubMed.

  1. Late-Stage Posttranslational Assembly of Fosfazinomycins.bioRxiv : the preprint server for biology · 2026
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  15. Chemical science · 2023
    Article
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  20. Hepatic Suppression of Mitochondrial Complex II Assembly Drives Systemic Metabolic Benefits.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022
    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.

Kwo-Kwang A WangDepartment of Chemistry, University of Illinois at Urbana-Champaign, Urbana, 61801, IL, USA.
Tai L NgDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, 02138, MA, USA.
Peng WangDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, 02138, MA, USA.
Zedu HuangDepartment of Chemistry, University of Illinois at Urbana-Champaign, Urbana, 61801, IL, USA.
Emily P BalskusDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, 02138, MA, USA. balskus@chemistry.harvard.edu.ORCID http://orcid.org/0000-0001-5985-5714
Wilfred A van der DonkDepartment of Chemistry, University of Illinois at Urbana-Champaign, Urbana, 61801, IL, USA. vddonk@illinois.edu.ORCID http://orcid.org/0000-0002-5467-7071

Funding

Structural Elucidation and Biosynthesis P01GM077596 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI EVANS, BRADLEY S. · 2007 to 2016
$15.3M
Biocompatible Chemistry for In Vivo Metabolite ModificationDP2GM105434 · NIGMS · HARVARD UNIVERSITY · PI BALSKUS, EMILY PATRICIA · 2012 to 2012
$2.5M
Request for a Varian 600 MHz NMR InstrumentS10RR028833 · NCRR · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI VAN DER DONK, WILFRED A. · 2011 to 2011
$600k
NCRR NIH HHS S10 RR028833NIGMS NIH HHS DP2 GM105434NIGMS NIH HHS P01 GM077596
6 · The paper itself

Abstract

Fosfazinomycin and kinamycin are natural products that contain nitrogen-nitrogen (N-N) bonds but that are otherwise structurally unrelated. Despite their considerable structural differences, their biosynthetic gene clusters share a set of genes predicted to facilitate N-N bond formation. In this study, we show that for both compounds, one of the nitrogen atoms in the N-N bond originates from nitrous acid. Furthermore, we show that for both compounds, an acetylhydrazine biosynthetic synthon is generated first and then funneled via a glutamyl carrier into the respective biosynthetic pathways. Therefore, unlike other pathways to N-N bond-containing natural products wherein the N-N bond is formed directly on a biosynthetic intermediate, during the biosyntheses of fosfazinomycin, kinamycin, and related compounds, the N-N bond is made in an independent pathway that forms a branch of a convergent route to structurally complex natural products.

Indexed as

Biosynthetic PathwaysGlutamic AcidHydrazinesNitritesNitrogen IsotopesOrganophosphorus CompoundsProton Magnetic Resonance SpectroscopyQuinonesSuccinic AcidfosfazinomycinGlutamic AcidhydrazineHydrazinesNitritesNitrogen IsotopesOrganophosphorus CompoundsQuinonesSuccinic Acid

Identifiers

PMID30206228
PMCPMC6133997

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.