Polyisoprenoid alcohols - Recent results of structural studies

被引:35
作者
Skorupinska-Tudek, Karolina [1 ]
Wojcik, Jacek [2 ]
Swiezewska, Ewa [1 ]
机构
[1] Polish Acad Sci, Inst Biochem & Biophys, Dept Lipid Biochem, PL-02106 Warsaw, Poland
[2] Polish Acad Sci, Inst Biochem & Biophys, Lab Biol NMR, PL-02106 Warsaw, Poland
关键词
dolichol; polyprenol; MEP; MVA; isoprenoid;
D O I
10.1002/tcr.20137
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Polyisoprenoid alcohols (polyprenols and dolichols) are linear polymers of from several up to more than 100 isoprene units identified in almost all living organisms. Studies of their chemical structures have resulted in the discovery of new variants such as the recently described alloprenols with reversed configuration of the double bond in the (x-isoprene unit. In parallel, structural elucidation of metabolically labeled plant dolichols has indicated that both the mevalonate and methylerythritol phosphate pathways are involved in the biosynthesis of dolichols in roots, leading to the construction of a spatial model of their biosynthesis. According to this model, in root cells, synthesis of the dolichol molecule is initiated in the plastids, and the resulting intermediates, oligoprenyl diphosphates, are exported to the cytoplasm and are elongated up to the desired chain length. The metabolic consequences of this putative model are discussed in the context of the enzymatic machinery involved. (c) 2008 The Japan Chemical Journal Forum and Wiley Periodicals, Inc.
引用
收藏
页码:33 / 45
页数:13
相关论文
共 139 条
[1]  
ADAIR WL, 1984, J BIOL CHEM, V259, P4441
[2]  
ADAIR WL, 1982, J BIOL CHEM, V257, P8990
[3]   Biosynthesis of the isoprene units of chamomile sesquiterpenes [J].
Adam, KP ;
Zapp, J .
PHYTOCHEMISTRY, 1998, 48 (06) :953-959
[4]   MEVINOLIN - A HIGHLY POTENT COMPETITIVE INHIBITOR OF HYDROXYMETHYLGLUTARYL-COENZYME-A REDUCTASE AND A CHOLESTEROL-LOWERING AGENT [J].
ALBERTS, AW ;
CHEN, J ;
KURON, G ;
HUNT, V ;
HUFF, J ;
HOFFMAN, C ;
ROTHROCK, J ;
LOPEZ, M ;
JOSHUA, H ;
HARRIS, E ;
PATCHETT, A ;
MONAGHAN, R ;
CURRIE, S ;
STAPLEY, E ;
ALBERSSCHONBERG, G ;
HENSENS, O ;
HIRSHFIELD, J ;
HOOGSTEEN, K ;
LIESCH, J ;
SPRINGER, J .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1980, 77 (07) :3957-3961
[5]  
AMBID C, 1983, PHYSIOL VEG, V21, P87
[6]  
[Anonymous], 1999, COMPREHENSIVE NATURA, DOI DOI 10.1016/B978-0-08-091283-7.00043-6
[7]   Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearrangement [J].
Arigoni, D ;
Sagner, S ;
Latzel, C ;
Eisenreich, W ;
Bacher, A ;
Zenk, MH .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (20) :10600-10605
[8]   THE IDENTIFICATION OF ESCHERICHIA-COLI ISPB (CEL) GENE ENCODING THE OCTAPRENYL DIPHOSPHATE SYNTHASE [J].
ASAI, K ;
FUJISAKI, S ;
NISHIMURA, Y ;
NISHINO, T ;
OKADA, K ;
NAKAGAWA, T ;
KAWAMUKAI, M ;
MATSUDA, H .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1994, 202 (01) :340-345
[9]   Molecular cloning, expression and characterization of cDNA encoding cis-prenyltransferases from Hevea brasiliensis -: A key factor participating in natural rubber biosynthesis [J].
Asawatreratanakul, K ;
Zhang, YW ;
Wititsuwannakul, D ;
Wititsuwannakul, R ;
Takahashi, S ;
Rattanapittayaporn, A ;
Koyama, T .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 2003, 270 (23) :4671-4680
[10]  
ASHBY MN, 1990, J BIOL CHEM, V265, P13157