Evidence map›Paper›PMID 23885759›Full record

ArticleJournal of the American Chemical Society2013

Nitrososynthase-triggered oxidative carbon-carbon bond cleavage in baumycin biosynthesis.

Ahmad Al-Mestarihi, Anthony Romo, Hung-wen Liu, Brian O Bachmann

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
0.8field-weighted citation impact, top 33% 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

7 citing papers in PubMed, 14 citations in OpenAlex.

  1. Article
  2. Review
  3. Review
  4. Article
  5. Review
  6. Review
  7. Structure of DnmZ, a nitrososynthase in the Streptomyces peucetius anthracycline biosynthetic pathway.Acta crystallographica. Section F, Structural biology communications · 2015
    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 at 2 institutions in 1 country.

Ahmad Al-MestarihiDepartment of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, USA.
Anthony Romo
Hung-wen Liu
Brian O Bachmann
The University of Texas at Austin · USVanderbilt University · US

Funding

Mechanistic Studies of Deoxy Sugar BiosynthesisR01GM035906 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI LIU, HUNG-WEN · 1986 to 2023
$6.1M
MECHANISMS OF BIOSYNTHETIC FORMATION OF DEOXY SUGARSR37GM035906 · NIGMS · UNIVERSITY OF TEXAS AUSTIN · PI LIU, HUNG-WEN · 1999 to 2008
$3.4M
New Methodologies for Accelerating Natural Product DiscoveryR01GM092218 · NIGMS · VANDERBILT UNIVERSITY · PI BACHMANN, BRIAN O, MCLEAN, JOHN ALAN · 2010 to 2018
$2.8M
NIGMS NIH HHS GM035906NIGMS NIH HHS GM092218NIGMS NIH HHS R01 GM035906NIGMS NIH HHS R01 GM092218NIGMS NIH HHS R37 GM035906
6 · The paper itself

Abstract

Baumycins are coproduced with the clinically important anticancer secondary metabolites daunorubicin and doxorubicin, which are glycosylated anthracyclines isolated from Streptomyces peucetius. The distinguishing feature of baumycins is the presence of an unusual acetal moiety appended to daunosamine, which is hydrolyzed during acidic extraction of daunorubicin from fermentation broth. The structure of the baumycin acetal suggests that it is likely derived from an unknown C3″-methyl deoxysugar cleaved between the C3″ and C4″ positions. This is supported by analysis of the baumycin/daunorubicin biosynthetic gene cluster (dox), which also encodes putative proteins consistent with production of an anthracycline dissacharide containing a branched sugar. Notably, the dnmZ gene in the dox gene cluster possesses high translated sequence similarity to nitrososynthases, which are flavin-dependent amine monooxygenases involved in the four-electron oxidation of amino sugars to nitroso sugars. Herein we demonstrate that DnmZ is an amino sugar nitrososynthase that initiates the conversion of thymidine-5'-diphosphate-l-epi-vancosamine to a ring-opened product via a previously uncharacterized retro oxime-aldol reaction.

Indexed as

Biosynthetic PathwaysCarbonDaunorubicinGenes, BacterialHexosaminesMultigene FamilyOxidation-ReductionStreptomycesbaumycinsCarbonDaunorubicinHexosaminesvancosamine

Identifiers

PMID23885759
PMCPMC3786440
OpenAlexW1981550149

What OpenQuestion holds

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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.