{"title":"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","authors":"Maiko Furubayashi, T. Maoka, Y. Mitani","doi":"10.1002/1873-3468.14342","DOIUrl":null,"url":null,"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.","PeriodicalId":50454,"journal":{"name":"FEBS Letters","volume":" ","pages":""},"PeriodicalIF":3.0000,"publicationDate":"2022-03-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":"{\"title\":\"Promiscuous activity of β‐carotene hydroxylase CrtZ on epoxycarotenoids leads to the formation of rare carotenoids with 6‐hydroxy‐3‐keto‐ε‐ends\",\"authors\":\"Maiko Furubayashi, T. Maoka, Y. Mitani\",\"doi\":\"10.1002/1873-3468.14342\",\"DOIUrl\":null,\"url\":null,\"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.\",\"PeriodicalId\":50454,\"journal\":{\"name\":\"FEBS Letters\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":3.0000,\"publicationDate\":\"2022-03-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"3\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"FEBS Letters\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1002/1873-3468.14342\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"FEBS Letters","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1002/1873-3468.14342","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Promiscuous activity of β‐carotene hydroxylase CrtZ on epoxycarotenoids leads to the formation of rare carotenoids with 6‐hydroxy‐3‐keto‐ε‐ends
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.
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.