順式─十一異戊二烯焦磷酸及反式─八異戊二烯焦磷酸合成酶催化的重要胺基酸及其反應機制

黎世俊

doi:10.6342/NTU.2004.02202

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順式─十一異戊二烯焦磷酸及反式─八異戊二烯焦磷酸合成酶催化的重要胺基酸及其反應機制

Essential amino acids involved in the catalysis of cis-type undecaprenyl pyrophosphate synthase and trans-type octaprenyl pyrophosphate synthase from E. coli and their reaction mechanisms

黎世俊 , Masters　　Advisor：梁博煌　　

繁體中文 DOI： 10.6342/NTU.2004.02202

類異戊二烯；轉移酵素；合成；焦磷酸； UPPs ； prenyltransferases ； farnesyl pyrophosphate ； OPPs ； isopentenyl pyrophosphate ； Isoprenoids

Abstract │ Reference (60) │ Altmetrics

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Isoprenoids are widely distributed natural polymers containing isopentenyl pyrophosphate (IPP) as building block. The biosyntheses of isoprenoids are carried out by a group of enzymes called prenyltransferases which catalyze the head to tail condensation between IPP and farnesyl pyrophosphate (FPP) to make linear long-chain products. These FPP-utilizing enzymes play essential biological role, e.g. the C55 undecaprenyl pyrophosphate (UPP) generated by UPP synthase (UPPs) serves as a lipid carrier to transport lipid II across the bacterial cell membrane for peptidoglycan synthesis of the cell wall; Octaprenyl pyrophosphate synthase (OPPs) catalyzes the sequential condensation of five molecules of isopentenyl pyrophosphate with farnesyl pyrophosphate (FPP) to generate all-trans C40-octaprenyl pyrophosphate, which constitutes the side chain of ubiquinone. Previously, we have solved the complete kinetic pathways and 3-D structures of E. coli UPPs and OPPs. Based on the crystal structure, some amino acids in neighborhood of the active site are proposed to play important roles in substrate binding and the reaction. However, the amino acids which act as general acid and base in the catalysis have not been identified. In this study, we utilized pH profile in conjunction with site-directed mutagenesis to examine the important residues. Some novel method of study has also been developed.

Reference ( 60 ) 〈TOP〉

[5] Sinensky, M. (2000) Recent advances in the study of prenylated proteins. Biochim Biophys Acta 1484, 93-106
連結：
[6] Gelb, M. H., Scholten, J. D. and Sebolt-Leopold J. S. (1998) Protein prenylation: from discovery to prospects for cancer treatment. Curr Opin Chem Biol. 2, 40-48
連結：
[7] Kellogg, B. A. and Poulter C. D. (1997) Chain elongation in the isoprenoid biosynthetic pathway. Curr Opin Chem Biol. 1, 570-578
連結：
[8] Ogura, K. and Koyama, T. (1998) Enzymatic aspects of isoprenoid chain elongation. Chemical Reviews 98, 1263-1276.
連結：
[10] Chen, A. and Poulter, C. D. (1994) Isolation and characterization of idsA: the gene for the short chain isoprenyl diphosphate synthase from Methanolbacterium thermoautotrophicum. Arch. Biochem. Biophys. 314, 399-404.
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