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叶黄素类的主要成分是去甲叶黄素糖苷酯,而不是中温叶黄素糖苷酯。

Major Carotenoids of Are Deinoxanthin Glucoside Esters, Not Meiothermoxanthin Glucoside Esters.

机构信息

Department of Molecular Microbiology, Faculty of Science, Tokyo University of Agriculture, Sakuragaoka, Setagaya, Tokyo 156-8502, Japan.

Department of Bioscience, Faculty of Science, Tokyo University of Agriculture, Sakuragaoka, Setagaya, Tokyo 156-8502, Japan.

出版信息

J Nat Prod. 2022 Oct 28;85(10):2266-2273. doi: 10.1021/acs.jnatprod.2c00271. Epub 2022 Sep 21.

Abstract

DSMZ 1279 was isolated from a hot spring in Kamchatka and was red in color. The major carotenoid present was reported to be 1'-(β-d-glucopyranosyloxy)-3,4,3',4'-tetradehydro-1',2'-dihydro-β,ψ-caroten-2-one after saponification (Burgess et al. 1999, 62, 859-863). In this study, we purified the major carotenoids in this species without saponification. We then reidentified the major carotenoids present using spectroscopic data, including electronic circular dichroism (ECD), H NMR, rotating-frame nuclear Overhauser effect spectroscopy (ROESY), C NMR, heteronuclear single-quantum correlation spectroscopy (HSQC), heteronuclear multiple-bond correlation spectroscopy (HMBC), and MS, and enzymatic hydrolysis of fatty acid moieties and found deinoxanthin glucoside iso fatty acid esters. The bound fatty acids present included four iso types, and their composition differed from cellular lipids. Moreover, the previously identified carotenoid glucoside was a saponification artifact of deinoxanthin glucoside esters. Ketomyxocoxanthin glucoside esters and 1'-hydroxytorulene glucoside esters were also present. On the basis of the identification of carotenoids and the whole genome sequence of , we propose a carotenoid biosynthetic pathway and note the corresponding genes.

摘要

DSMZ 1279 是从堪察加半岛的一处温泉中分离出来的,呈红色。报道称,该菌株中主要的类胡萝卜素经皂化后为 1'-(β-d-吡喃葡萄糖基氧基)-3,4,3',4'-四脱氢-1',2'-二氢-β,ψ-胡萝卜素-2-酮(Burgess 等人,1999 年,62,859-863)。在本研究中,我们在未经皂化的情况下对该物种中的主要类胡萝卜素进行了纯化。然后,我们使用包括电子圆二色性(ECD)、1H NMR、旋转框架核 Overhauser 效应光谱(ROESY)、13C NMR、异核单量子相关光谱(HSQC)、异核多键相关光谱(HMBC)和 MS 在内的光谱数据重新鉴定了主要类胡萝卜素,并对脂肪酸部分进行了酶解水解实验,发现了脱环氧叶黄素葡萄糖苷异脂肪酸酯。存在的结合脂肪酸包括四种异构体,其组成与细胞脂质不同。此外,先前鉴定的类胡萝卜素糖苷是脱环氧叶黄素葡萄糖苷酯的皂化产物。酮二甲氧基虾青素葡萄糖苷酯和 1'-羟基番茄红素葡萄糖苷酯也存在。基于类胡萝卜素的鉴定和全基因组序列,我们提出了一种类胡萝卜素生物合成途径,并注意到了相应的基因。

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