Biosynthesis and function of polyacetylenes and allied natural products

被引:294
作者
Minto, Robert E. [1 ]
Blacklock, Brenda J. [1 ]
机构
[1] Indiana Univ Purdue Univ, Dept Chem & Biol Chem, Indianapolis, IN 46202 USA
关键词
acetylenes; polyacetylenes; secondary metabolisms; desaturases; lipids; polyketides;
D O I
10.1016/j.plipres.2008.02.002
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Polyacetylenic natural products are a substantial class of often unstable compounds containing a unique carbon-carbon triple bond functionality, that are intriguing for their wide variety of biochemical and ecological functions, economic potential, and surprising mode of biosynthesis. Isotopic tracer experiments between 1960 and 1990 demonstrated that the majority of these compounds are derived from fatty acid and polyketide precursors. During the past decade, research into the metabolism of polyacetylenes has swiftly advanced, driven by the cloning of the first genes responsible for polyacetylene biosynthesis in plants, moss, fungi, and actinomycetes and the initial characterization of the gene products. The current state of knowledge of the biochemistry and molecular genetics of polyacetylenic secondary metabolic pathways will be presented together with an up-to-date survey of new terrestrial and marine natural products, their known biological activities, and a discussion of their likely metabolic origins. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:233 / 306
页数:74
相关论文
共 505 条
[1]
Abad JL, 2000, ANGEW CHEM INT EDIT, V39, P3279, DOI 10.1002/1521-3773(20000915)39:18<3279::AID-ANIE3279>3.0.CO
[2]
2-G
[3]
Biosynthesis of very-long-chain polyunsaturated fatty acids in transgenic oilseeds:: Constraints on their accumulation [J].
Abbadi, A ;
Domergue, F ;
Bauer, J ;
Napier, JA ;
Welti, R ;
Zähringer, U ;
Cirpus, P ;
Heinz, E .
PLANT CELL, 2004, 16 (10) :2734-2748
[4]
Polyacetylenes accumulation in Ambrosia maritima hairy root and cell cultures after elicitation with methyl jasmonate [J].
AbouZid, S ;
Orihara, Y .
PLANT CELL TISSUE AND ORGAN CULTURE, 2005, 81 (01) :65-75
[5]
Metabolisation of eutypine by plant tissues: an HPLC determination [J].
Afifi, M ;
Monje, MC ;
Legrand, V ;
Roustan, JP ;
Nepveu, F .
ANALYTICA CHIMICA ACTA, 2004, 513 (01) :21-27
[6]
The calicheamicin gene cluster and its iterative type I enediyne PKS [J].
Ahlert, J ;
Shepard, E ;
Lomovskaya, N ;
Zazopoulos, E ;
Staffa, A ;
Bachmann, BO ;
Huang, KX ;
Fonstein, L ;
Czisny, A ;
Whitwam, RE ;
Farnet, CM ;
Thorson, JS .
SCIENCE, 2002, 297 (5584) :1173-1176
[7]
Highly oxygenated bisabolenes and an acetylene from Matricaria aurea (vol 51, pg 551, 1999) [J].
Ahmed, AA ;
Abou Elela, MA .
PHYTOCHEMISTRY, 2000, 53 (07) :825-825
[8]
STRUCTURE OF MALYNGAMIDE-C [J].
AINSLIE, RD ;
BARCHI, JJ ;
KUNIYOSHI, M ;
MOORE, RE ;
MYNDERSE, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (16) :2859-2862
[9]
2,4-decadienals are produced via (R)-11-HPITE from arachidonic acid in marine green alga Ulva conglobata [J].
Akakabe, Y ;
Matsui, K ;
Kajiwara, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (17) :3607-3609
[10]
Enantioselective formation of (R)-9-HPODE and (R)-9-HPOTrE in marine green alga Ulva conglobata [J].
Akakabe, Y ;
Matsui, K ;
Kajiwara, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (10) :3171-3173