UDP-sulfoquinovose formation by Sulfolobus acidocaldarius

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• 作者：Behnam Zolghadr (1)
  Bernhard Gasselhuber (2)
  Markus Windwarder (2)
  Martin Pabst (2) (5)
  Daniel Kracher (3)
  Martina Kerndl (1)
  Sonja Zayni (1)
  Andreas Hofinger-Horvath (2)
  Roland Ludwig (3)
  Dietmar Haltrich (3)
  Chris Oostenbrink (4)
  Christian Obinger (2)
  Paul Kosma (2)
  Paul Messner (1)
  Christina Sch盲ffer (1)
  
  1. Department of NanoBiotechnology ; NanoGlycobiology Unit ; Universit盲t f眉r Bodenkultur Wien ; Muthgasse 11 ; 1190 ; Vienna ; Austria
  2. Department of Chemistry ; Universit盲t f眉r Bodenkultur Wien ; Muthgasse 18 ; 1190 ; Vienna ; Austria
  5. Department of Chemistry and Applied Biosciences ; ETH Z眉rich ; HCI D 330 Vladimir-Prelog-Weg 1-5/10 ; 8093 ; Zurich ; Switzerland
  3. Department of Food Science and Technology ; Universit盲t f眉r Bodenkultur Wien ; Muthgasse 11 ; 1190 ; Vienna ; Austria
  4. Institute for Molecular Modeling and Simulation ; Universit盲t f眉r Bodenkultur Wien ; Muthgasse 18 ; 1190 ; Vienna ; Austria
  
• 关键词：UDP ; sulfoquinovose synthase Agl3 ; Sulfolobus acidocaldarius ; Enzyme mechanism ; Site ; directed mutagenesis ; Sulfite
• 刊名：Extremophiles
• 出版年：2015
• 出版时间：March 2015
• 年：2015
• 卷：19
• 期：2
• 页码：451-467
• 全文大小：4,701 KB
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• 刊物类别：Biomedical and Life Sciences
• 刊物主题：Life Sciences
  Microbiology
  Biotechnology
  Ecology
  
• 出版者：Springer Japan
• ISSN：1433-4909

文摘

The UDP-sulfoquinovose synthase Agl3 from Sulfolobus acidocaldarius converts UDP-d-glucose and sulfite to UDP-sulfoquinovose, the activated form of sulfoquinovose required for its incorporation into glycoconjugates. Based on the amino acid sequence, Agl3 belongs to the short-chain dehydrogenase/reductase enzyme superfamily, together with SQD1 from Arabidopsis thaliana, the only UDP-sulfoquinovose synthase with known crystal structure. By comparison of sequence and structure of Agl3 and SQD1, putative catalytic amino acids of Agl3 were selected for mutational analysis. The obtained data suggest for Agl3 a modified dehydratase reaction mechanism. We propose that in vitro biosynthesis of UDP-sulfoquinovose occurs through an NAD+-dependent oxidation/dehydration/enolization/sulfite addition process. In the absence of a sulfur donor, UDP-d-glucose is converted via UDP-4-keto-d-glucose to UDP-d-glucose-5,6-ene, the structure of which was determined by 1H and 13C-NMR spectroscopy. During the redox reaction the cofactor remains tightly bound to Agl3 and participates in the reaction in a concentration-dependent manner. For the first time, the rapid initial electron transfer between UDP-d-glucose and NAD+ could be monitored in a UDP-sulfoquinovose synthase. Deuterium labeling confirmed that dehydration of UDP-d-glucose occurs only from the enol form of UDP-4-keto-glucose. The obtained functional data are compared with those from other UDP-sulfoquinovose synthases. A divergent evolution of Agl3 from S. acidocaldarius is suggested.