Literature DB >> 19375693

Real-time NMR monitoring of intermediates and labile products of the bifunctional enzyme UDP-apiose/UDP-xylose synthase.

Paul Guyett1, John Glushka, Xiaogang Gu, Maor Bar-Peled.   

Abstract

The conversion of UDP-alpha-d-glucuronic acid to UDP-alpha-d-xylose and UDP-alpha-d-apiose by a bifunctional potato enzyme UDP-apiose/UDP-xylose synthase was studied using real-time nuclear magnetic resonance (NMR) spectroscopy. UDP-alpha-d-glucuronic acid is converted via the intermediate uridine 5'-beta-l-threo-pentapyranosyl-4''-ulose diphosphate to UDP-alpha-d-apiose and simultaneously to UDP-alpha-d-xylose. The UDP-alpha-d-apiose that is formed is unstable and is converted to alpha-d-apio-furanosyl-1,2-cyclic phosphate and UMP. High-resolution real-time NMR spectroscopy is a powerful tool for the direct and quantitative characterization of previously undetected transient and labile components formed during a complex enzyme-catalyzed reaction.

Entities:  

Mesh：

Substances：

Year:  2009        PMID： 19375693      PMCID： PMC4000172          DOI： 10.1016/j.carres.2009.03.026

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  31 in total

1.  Oxidative decarboxylation of UDP-glucuronic acid in extracts of polymyxin-resistant Escherichia coli. Origin of lipid a species modified with 4-amino-4-deoxy-L-arabinose.

Authors:  Steven D Breazeale; Anthony A Ribeiro; Christian R H Raetz
Journal:  J Biol Chem       Date:  2001-11-08       Impact factor: 5.157

2.  A transglycosylating 1,3(4)-beta-glucanase from rhodothermus marinus NMR analysis of enzyme reactions.

Authors:  B O Petersen; M Krah; J O Duus; K K Thomsen
Journal:  Eur J Biochem       Date:  2000-01

3.  Statistical total correlation spectroscopy: an exploratory approach for latent biomarker identification from metabolic 1H NMR data sets.

Authors:  Olivier Cloarec; Marc-Emmanuel Dumas; Andrew Craig; Richard H Barton; Johan Trygg; Jane Hudson; Christine Blancher; Dominique Gauguier; John C Lindon; Elaine Holmes; Jeremy Nicholson
Journal:  Anal Chem       Date:  2005-03-01       Impact factor: 6.986

4.  Real-time monitoring of chemical transformations by ultrafast 2D NMR spectroscopy.

Authors:  Maayan Gal; Mor Mishkovsky; Lucio Frydman
Journal:  J Am Chem Soc       Date:  2006-01-25       Impact factor: 15.419

5.  Spectroscopic evidence for the formation of a 4-keto intermediate in the UDP-apiose/UDP-xylose synthase reaction.

Authors:  C Gebb; D Baron; H Grisebach
Journal:  Eur J Biochem       Date:  1975-06

6.  The biosynthesis of D-apiose in Lemna minor.

Authors:  J M Picken; J Mendicino
Journal:  J Biol Chem       Date:  1967-04-10       Impact factor: 5.157

7.  The synthesis of isomers of D-apiofuranosyl 1-phosphate.

Authors:  J Mendicino; R Hanna
Journal:  J Biol Chem       Date:  1970-11-25       Impact factor: 5.157

8.  Biosynthesis of D-apiose in a cell-free system from Lemna minor L.

Authors:  D L Gustine; P K Kindel
Journal:  J Biol Chem       Date:  1969-03-10       Impact factor: 5.157

9.  The biosynthesis of UDP-galacturonic acid in plants. Functional cloning and characterization of Arabidopsis UDP-D-glucuronic acid 4-epimerase.

Authors:  Xiaogang Gu; Maor Bar-Peled
Journal:  Plant Physiol       Date:  2004-11-24       Impact factor: 8.340

10.  Transfer of apiose from UDP-apiose to 7-O-(beta-D-glucosyl)-apigenin and 7-O-(beta-D-glucosyl)-chrysoeriol with an enzyme preparation from parsley.

Authors:  R Ortmann; H Sandermann; H Grisebach
Journal:  FEBS Lett       Date:  1970-04-02       Impact factor: 4.124
View more
  22 in total

1.  Time-resolved NMR: extracting the topology of complex enzyme networks.

Authors:  Yingnan Jiang; Tyler McKinnon; Janani Varatharajan; John Glushka; James H Prestegard; Andrew T Sornborger; Heinz-Bernd Schüttler; Maor Bar-Peled
Journal:  Biophys J       Date:  2010-10-06       Impact factor: 4.033

2.  Biosynthetic origin and mechanism of formation of the aminoribosyl moiety of peptidyl nucleoside antibiotics.

Authors:  Xiuling Chi; Pallab Pahari; Koichi Nonaka; Steven G Van Lanen
Journal:  J Am Chem Soc       Date:  2011-08-22       Impact factor: 15.419

3.  Biosynthesis of a new UDP-sugar, UDP-2-acetamido-2-deoxyxylose, in the human pathogen Bacillus cereus subspecies cytotoxis NVH 391-98.

Authors:  Xiaogang Gu; John Glushka; Sung G Lee; Maor Bar-Peled
Journal:  J Biol Chem       Date:  2010-06-07       Impact factor: 5.157

4.  Identification of a bifunctional UDP-4-keto-pentose/UDP-xylose synthase in the plant pathogenic bacterium Ralstonia solanacearum strain GMI1000, a distinct member of the 4,6-dehydratase and decarboxylase family.

Authors:  Xiaogang Gu; John Glushka; Yanbin Yin; Ying Xu; Timothy Denny; James Smith; Yingnan Jiang; Maor Bar-Peled
Journal:  J Biol Chem       Date:  2010-01-29       Impact factor: 5.157

5.  UDP-glucuronic acid decarboxylases of Bacteroides fragilis and their prevalence in bacteria.

Authors:  Michael J Coyne; C Mark Fletcher; Barbara Reinap; Laurie E Comstock
Journal:  J Bacteriol       Date:  2011-07-29       Impact factor: 3.490

6.  Cooperation of two bifunctional enzymes in the biosynthesis and attachment of deoxysugars of the antitumor antibiotic mithramycin.

Authors:  Guojun Wang; Pallab Pahari; Madan K Kharel; Jing Chen; Haining Zhu; Steven G Van Lanen; Jürgen Rohr
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-20       Impact factor: 15.336

7.  Functional Characterization of UDP-apiose Synthases from Bryophytes and Green Algae Provides Insight into the Appearance of Apiose-containing Glycans during Plant Evolution.

Authors:  James Smith; Yiwen Yang; Shahar Levy; Oluwatoyin Oluwayemi Adelusi; Michael G Hahn; Malcolm A O'Neill; Maor Bar-Peled
Journal:  J Biol Chem       Date:  2016-08-22       Impact factor: 5.157

8.  Characterization of Early Enzymes Involved in TDP-Aminodideoxypentose Biosynthesis en Route to Indolocarbazole AT2433.

Authors:  Pauline Peltier-Pain; Shanteri Singh; Jon S Thorson
Journal:  Chembiochem       Date:  2015-09-18       Impact factor: 3.164

9.  Analysis of UDP-D-apiose/UDP-D-xylose synthase-catalyzed conversion of UDP-D-apiose phosphonate to UDP-D-xylose phosphonate: implications for a retroaldol-aldol mechanism.

Authors:  Sei-hyun Choi; Steven O Mansoorabadi; Yung-nan Liu; Tun-Cheng Chien; Hung-wen Liu
Journal:  J Am Chem Soc       Date:  2012-08-15       Impact factor: 15.419

10.  Identification of galacturonic acid-1-phosphate kinase, a new member of the GHMP kinase superfamily in plants, and comparison with galactose-1-phosphate kinase.

Authors:  Ting Yang; Liron Bar-Peled; Lindsay Gebhart; Sung G Lee; Maor Bar-Peled
Journal:  J Biol Chem       Date:  2009-06-09       Impact factor: 5.157
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.