Production of novel antioxidative phenolic amides through heterologous expression of the plant's chlorogenic acid biosynthesis genes in yeast

被引：35

作者：

Moglia, Andrea ^{[2
]}

Comino, Cinzia ^{[2
]}

Lanteri, Sergio ^{[2
]}

de Vos, Ric ^{[1
]}

de Waard, Pieter

van Beek, Teris A.

Goitre, Luca ^{[3
]}

Retta, Saverio Francesco ^{[3
]}

Beekwilder, Jules ^{[1
]}

机构：

[1] Plant Res Int, NL-6700 AA Wageningen, Netherlands

[2] Univ Turin, DiVaPRA, I-10095 Grugliasco, TO, Italy

[3] Ctr Mol Biotechnol, Dept Genet Biol & Biochem, I-10126 Turin, Italy

来源：

METABOLIC ENGINEERING | 2010年 / 12卷 / 03期

关键词：

Chlorogenic acid; Yeast; Avenanthramide; Globe artichoke; SACCHAROMYCES-CEREVISIAE; FUNCTIONAL-CHARACTERIZATION; PURIFICATION; HYDROXYCINNAMOYLTRANSFERASE; AVENANTHRAMIDES; RESVERATROL; METABOLISM; FLAVONOIDS; MICROORGANISMS; ENHANCEMENT;

D O I：

10.1016/j.ymben.2009.11.003

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Phenolic esters like chlorogenic acid play an important role in therapeutic properties of many plant extracts. We aimed to produce phenolic esters in baker's yeast, by expressing tobacco 4CL and globe artichoke HCT. Indeed yeast produced phenolic esters. However, the primary product was identified as N-(E)-p-coumaroyl-3-hydroxyanthranilic acid by NMR. This compound is an amide condensation product of p-coumaric acid, which was supplied to the yeast, with 3-hydroxyanthranilic acid, which was unexpectedly recruited from the yeast metabolism by the HCT enzyme. N-(E)-p-coumaroyl-3-hydroxyanthranilic acid has not been described before, and it shows structural similarity to avenanthramides, a group of inflammation-inhibiting compounds present in oat. When applied to mouse fibroblasts, N-(E)-p-coumaroyl-3-hydroxyanthranilic acid induced a reduction of intracellular reactive oxygen species, indicating a potential therapeutic value for this novel compound. (C) 2009 Elsevier Inc. All rights reserved.

引用

页码：223 / 232

页数：10