Promiscuous activity of β‐carotene hydroxylase CrtZ on epoxycarotenoids leads to the formation of rare carotenoids with 6‐hydroxy‐3‐keto‐ε‐ends

IF 3 4区 生物学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Maiko Furubayashi, T. Maoka, Y. Mitani
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引用次数: 3

Abstract

Carotenoids with rare 6‐hydroxy‐3‐keto‐ε‐end groups, such as piprixanthin, vitixanthin, or cochloxanthin, found in manakin birds or plants, are rare carotenoids with high antioxidant activity. The same chemical structure is found in abscisic acid or blumenol, apocarotenoids found in plants or fungi. In this study, we serendipitously discovered that the promiscuous activity of the β‐carotene hydroxylase CrtZ, a diiron‐containing membrane protein, can catalyze the formation of 6‐hydroxy‐3‐keto‐ε‐end by using epoxycarotenoids antheraxanthin or violaxanthin as substrate. We suggest that the reaction mechanism is similar to that of a rhodoxanthin biosynthetic enzyme. Our results provide a further understanding of the reaction mechanism of diiron‐containing β‐carotene hydroxylases, as well as insight into the biosynthesis of natural compounds with 6‐hydroxy‐3‐keto‐ε‐end carotenoid derivatives.
β-胡萝卜素羟化酶CrtZ对环氧类胡萝卜素的混杂活性导致形成具有6-羟基-3-酮-ε端的稀有类胡萝卜素
类胡萝卜素具有罕见的6 -羟基- 3 -酮- ε端基团,如在侏儒鸟或植物中发现的红黄素、维生素黄素或绿黄素,是具有高抗氧化活性的罕见类胡萝卜素。同样的化学结构也存在于脱落酸或蓝门酚、植物或真菌中的类麻瓜素中。在这项研究中,我们偶然发现β -胡萝卜素羟化酶CrtZ(一种含二铁的膜蛋白)的混杂活性可以催化以环氧类胡萝卜素花黄质或紫黄质为底物形成6 -羟基- 3 -酮- ε -端。我们认为该反应机制类似于一种红桃黄质生物合成酶。我们的研究结果进一步了解了含二铁的β -胡萝卜素羟化酶的反应机制,以及6 -羟基- 3 -酮- ε -端类胡萝卜素衍生物的天然化合物的生物合成。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
FEBS Letters
FEBS Letters 生物-生化与分子生物学
CiteScore
6.60
自引率
2.90%
发文量
303
审稿时长
1 months
期刊介绍: FEBS Letters is one of the world''s leading journals in molecular biology and is renowned both for its quality of content and speed of production. Bringing together the most important developments in the molecular biosciences, FEBS Letters provides an international forum for Minireviews, Research Letters and Hypotheses that merit urgent publication.
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