Literature DB >> 22564006

PhnY and PhnZ comprise a new oxidative pathway for enzymatic cleavage of a carbon-phosphorus bond.

Fern R McSorley1, Peter B Wyatt, Asuncion Martinez, Edward F DeLong, Bjarne Hove-Jensen, David L Zechel.   

Abstract

The sequential activities of PhnY, an α-ketoglutarate/Fe(II)-dependent dioxygenase, and PhnZ, a Fe(II)-dependent enzyme of the histidine-aspartate motif hydrolase family, cleave the carbon-phosphorus bond of the organophosphonate natural product 2-aminoethylphosphonic acid. PhnY adds a hydroxyl group to the α-carbon, yielding 2-amino-1-hydroxyethylphosphonic acid, which is oxidatively converted by PhnZ to inorganic phosphate and glycine. The PhnZ reaction represents a new enzyme mechanism for metabolic cleavage of a carbon-phosphorus bond.

Entities:  

Year:  2012        PMID: 22564006     DOI: 10.1021/ja302072f

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  25 in total

Review 1.  Utilization of glyphosate as phosphate source: biochemistry and genetics of bacterial carbon-phosphorus lyase.

Authors:  Bjarne Hove-Jensen; David L Zechel; Bjarne Jochimsen
Journal:  Microbiol Mol Biol Rev       Date:  2014-03       Impact factor: 11.056

2.  An HD domain phosphohydrolase active site tailored for oxetanocin-A biosynthesis.

Authors:  Jennifer Bridwell-Rabb; Gyunghoon Kang; Aoshu Zhong; Hung-Wen Liu; Catherine L Drennan
Journal:  Proc Natl Acad Sci U S A       Date:  2016-11-14       Impact factor: 11.205

Review 3.  Organophosphonates revealed: new insights into the microbial metabolism of ancient molecules.

Authors:  John W McGrath; Jason P Chin; John P Quinn
Journal:  Nat Rev Microbiol       Date:  2013-04-29       Impact factor: 60.633

4.  Reaction of HppE with substrate analogues: evidence for carbon-phosphorus bond cleavage by a carbocation rearrangement.

Authors:  Wei-chen Chang; Steven O Mansoorabadi; Hung-wen Liu
Journal:  J Am Chem Soc       Date:  2013-05-23       Impact factor: 15.419

5.  Structure and function of phosphonoacetaldehyde dehydrogenase: the missing link in phosphonoacetate formation.

Authors:  Vinayak Agarwal; Spencer C Peck; Jui-Hui Chen; Svetlana A Borisova; Jonathan R Chekan; Wilfred A van der Donk; Satish K Nair
Journal:  Chem Biol       Date:  2013-12-19

6.  Organophosphonate-degrading PhnZ reveals an emerging family of HD domain mixed-valent diiron oxygenases.

Authors:  Bigna Wörsdörfer; Mahesh Lingaraju; Neela H Yennawar; Amie K Boal; Carsten Krebs; J Martin Bollinger; Maria-Eirini Pandelia
Journal:  Proc Natl Acad Sci U S A       Date:  2013-11-06       Impact factor: 11.205

Review 7.  Phosphonate biosynthesis and catabolism: a treasure trove of unusual enzymology.

Authors:  Spencer C Peck; Wilfred A van der Donk
Journal:  Curr Opin Chem Biol       Date:  2013-07-17       Impact factor: 8.822

8.  Circular dichroism, magnetic circular dichroism, and variable temperature variable field magnetic circular dichroism studies of biferrous and mixed-valent myo-inositol oxygenase: insights into substrate activation of O2 reactivity.

Authors:  Rae Ana Snyder; Caleb B Bell; Yinghui Diao; Carsten Krebs; J Martin Bollinger; Edward I Solomon
Journal:  J Am Chem Soc       Date:  2013-10-15       Impact factor: 15.419

9.  Biosynthesis of fosfomycin in pseudomonads reveals an unexpected enzymatic activity in the metallohydrolase superfamily.

Authors:  Max A Simon; Chayanid Ongpipattanakul; Satish K Nair; Wilfred A van der Donk
Journal:  Proc Natl Acad Sci U S A       Date:  2021-06-08       Impact factor: 11.205

10.  Phosphate insensitive aminophosphonate mineralisation within oceanic nutrient cycles.

Authors:  Jason P Chin; John P Quinn; John W McGrath
Journal:  ISME J       Date:  2018-01-16       Impact factor: 10.302

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