Literature DB >> 31904955

Ion Mobility Mass Spectrometry as an Efficient Tool for Identification of Streptorubin B in Streptomyces coelicolor M145.

Andrew P Marshall, Andrew R Johnson1, Marvin M Vega2, Regan J Thomson2, Erin E Carlson1.   

Abstract

Ion mobility spectrometry was utilized to corroborate the identity of streptorubin B (2) as the natural product produced by Streptomyces coelicolor. Natural product 2 was initially assigned as butylcycloheptylprodigiosin (3), and only relatively recently was this assignment clarified. We present additional evidence of this assignment by comparing collisional cross sections (Ω) of synthetic standards of 2, 3, and metacycloprodigiosin (4) to the cyclic prodiginine produced by S. coelicolor. Calculated theoretical Ω values demonstrate that cyclic prodiginines could be identified without standards. This work highlights ion mobility as an efficient tool for the dereplication of natural products.

Entities:  

Year:  2020        PMID: 31904955      PMCID: PMC7045693          DOI: 10.1021/acs.jnatprod.9b00828

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  32 in total

1.  Comparison of CCS Values Determined by Traveling Wave Ion Mobility Mass Spectrometry and Drift Tube Ion Mobility Mass Spectrometry.

Authors:  Vanessa Hinnenkamp; Julia Klein; Sven W Meckelmann; Peter Balsaa; Torsten C Schmidt; Oliver J Schmitz
Journal:  Anal Chem       Date:  2018-09-27       Impact factor: 6.986

2.  Identification of a red pigment from Streptomyces coelicolor A3(2) as a mixture of prodigiosin derivatives.

Authors:  S W Tsao; B A Rudd; X G He; C J Chang; H G Floss
Journal:  J Antibiot (Tokyo)       Date:  1985-01       Impact factor: 2.649

3.  A new prodiginne (prodigiosin-like) pigment from Streptomyces. Antimalarial activity of several prodiginnes.

Authors:  N N Gerber
Journal:  J Antibiot (Tokyo)       Date:  1975-03       Impact factor: 2.649

4.  Elimination of butylcycloheptylprodigiosin as a known natural product inspired by an evolutionary hypothesis for cyclic prodigiosin biosynthesis.

Authors:  Brian T Jones; Dennis X Hu; Brett M Savoie; Regan J Thomson
Journal:  J Nat Prod       Date:  2013-09-20       Impact factor: 4.050

5.  Enantioselective synthesis of metacycloprodigiosin via the "Wasserman pyrrole".

Authors:  Marvin M Vega; Diana M Crain; Leah C Konkol; Regan J Thomson
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

6.  Enantioselective total synthesis and confirmation of the absolute and relative stereochemistry of streptorubin B.

Authors:  Dennis X Hu; Michael D Clift; Kiel E Lazarski; Regan J Thomson
Journal:  J Am Chem Soc       Date:  2010-12-17       Impact factor: 15.419

7.  A concise synthesis of butylcycloheptylprodigiosin.

Authors:  Jonathan T Reeves
Journal:  Org Lett       Date:  2007-04-18       Impact factor: 6.005

8.  Isomer separation and gas-phase configurations of organoruthenium anticancer complexes: ion mobility mass spectrometry and modeling.

Authors:  Jonathan P Williams; Tijana Bugarcic; Abraha Habtemariam; Kevin Giles; Iain Campuzano; P Mark Rodger; Peter J Sadler
Journal:  J Am Soc Mass Spectrom       Date:  2009-02-14       Impact factor: 3.109

9.  Use of ion mobility mass spectrometry and a collision cross-section algorithm to study an organometallic ruthenium anticancer complex and its adducts with a DNA oligonucleotide.

Authors:  Jonathan P Williams; Julie Ann Lough; Iain Campuzano; Keith Richardson; Peter J Sadler
Journal:  Rapid Commun Mass Spectrom       Date:  2009-11       Impact factor: 2.419

10.  Regio- and stereodivergent antibiotic oxidative carbocyclizations catalysed by Rieske oxygenase-like enzymes.

Authors:  Paulina K Sydor; Sarah M Barry; Olanipekun M Odulate; Francisco Barona-Gomez; Stuart W Haynes; Christophe Corre; Lijiang Song; Gregory L Challis
Journal:  Nat Chem       Date:  2011-04-17       Impact factor: 24.427

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