• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

Synthesis of (3S,3'S)- and meso-stereoisomers of alloxanthin and determination of absolute configuration of alloxanthin isolated from aquatic animals.

作者信息

Yamano Yumiko, Maoka Takashi, Wada Akimori

机构信息

Kobe Pharmaceutical University, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.

Research Institute for Production Development, 15 Shimogamo-morimoto-cho, Sakyo-ku, Kyoto 606-0805, Japan.

出版信息

Mar Drugs. 2014 May 8;12(5):2623-32. doi: 10.3390/md12052623.

DOI:10.3390/md12052623
PMID:24862182
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4052308/
Abstract

In order to determine the absolute configuration of naturally occurring alloxanthin, a HPLC analytical method for three stereoisomers 1a-c was established by using a chiral column. Two authentic samples, (3S,3'S)- and meso-stereoisomers 1b and 1c, were chemically synthesized according to the method previously developed for (3R,3'R)-alloxanthin (1a). Application of this method to various alloxanthin specimens of aquatic animals demonstrated that those isolated from shellfishes, tunicates, and crucian carp are identical with (3R,3'R)-stereoisomer 1a, and unexpectedly those from lake shrimp, catfish, biwa goby, and biwa trout are mixtures of three stereoisomers of 1a-c.

摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/4b1c40c7baaf/marinedrugs-12-02623-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/e641d9d038da/marinedrugs-12-02623-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/b2b866c4a509/marinedrugs-12-02623-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/cdaf52806f59/marinedrugs-12-02623-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/9cd587de5015/marinedrugs-12-02623-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/4b1c40c7baaf/marinedrugs-12-02623-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/e641d9d038da/marinedrugs-12-02623-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/b2b866c4a509/marinedrugs-12-02623-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/cdaf52806f59/marinedrugs-12-02623-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/9cd587de5015/marinedrugs-12-02623-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/625e/4052308/4b1c40c7baaf/marinedrugs-12-02623-g003.jpg

相似文献

1
Synthesis of (3S,3'S)- and meso-stereoisomers of alloxanthin and determination of absolute configuration of alloxanthin isolated from aquatic animals.
Mar Drugs. 2014 May 8;12(5):2623-32. doi: 10.3390/md12052623.
2
Total synthesis of gobiusxanthin stereoisomers and their application to determination of absolute configurations of natural products: revision of reported absolute configuration of epigobiusxanthin.戈氏叶黄素立体异构体的全合成及其在天然产物绝对构型测定中的应用：对报道的表戈氏叶黄素绝对构型的修正。
Mar Drugs. 2014 Dec 30;13(1):159-72. doi: 10.3390/md13010159.
3
Metabolism of three stereoisomers of astaxanthin in the fish, rainbow trout and tilapia.虾青素三种立体异构体在虹鳟鱼和罗非鱼体内的代谢
Comp Biochem Physiol B. 1987;86(1):1-5. doi: 10.1016/0305-0491(87)90165-9.
4
The first isolation of enantiomeric and meso-zeaxanthin in nature.首次在自然界中分离出对映体和内消旋玉米黄质。
Comp Biochem Physiol B. 1986;83(1):121-4. doi: 10.1016/0305-0491(86)90341-x.
5
Animal carotenoids. 12. Chirality of asterinic acid.
Acta Chem Scand B. 1977;B31(3):243-7.
6
Transformations of selected carotenoids in plasma, liver, and ocular tissues of humans and in nonprimate animal models.人类以及非灵长类动物模型的血浆、肝脏和眼部组织中特定类胡萝卜素的转化情况。
Invest Ophthalmol Vis Sci. 2002 Nov;43(11):3383-92.
7
Determination of astaxanthin stereoisomers and colour attributes in flesh of rainbow trout (Oncorhynchus mykiss) as a tool to distinguish the dietary pigmentation source.测定虹鳟（Oncorhynchus mykiss）鱼肉中虾青素立体异构体和颜色属性作为区分膳食色素来源的工具。
Food Addit Contam. 2006 Nov;23(11):1056-63. doi: 10.1080/02652030600838399.
8
A Simple and Efficient Method for the Partial Synthesis of Pure (3,3')-Astaxanthin from (3,3',6')-Lutein and Lutein Esters via (3,3')-Zeaxanthin and Theoretical Study of Their Formation Mechanisms.一种简单高效的方法，可通过（3,3',6'）-叶黄素和叶黄素酯部分合成纯（3,3'）-虾青素，并对其形成机制进行理论研究。
Molecules. 2019 Apr 9;24(7):1386. doi: 10.3390/molecules24071386.
9
Quantification of zeaxanthin stereoisomers and lutein in trout flesh using chiral high-performance liquid chromatography-diode array detection.采用手性高效液相色谱 - 二极管阵列检测法对虹鳟鱼肉中的玉米黄质立体异构体和叶黄素进行定量分析。
J Food Compost Anal. 2016 Jul;50:19-22. doi: 10.1016/j.jfca.2016.05.004.
10
Plasma appearance of unesterified astaxanthin geometrical E/Z and optical R/S isomers in men given single doses of a mixture of optical 3 and 3'R/S isomers of astaxanthin fatty acyl diesters.单次给予虾青素脂肪酰二酯的光学3和3'R/S异构体混合物后，男性体内未酯化虾青素几何E/Z和光学R/S异构体的血浆表现。
Comp Biochem Physiol C Toxicol Pharmacol. 2004 Oct;139(1-3):99-110. doi: 10.1016/j.cca.2004.09.011.

引用本文的文献

1
Total synthesis of gobiusxanthin stereoisomers and their application to determination of absolute configurations of natural products: revision of reported absolute configuration of epigobiusxanthin.戈氏叶黄素立体异构体的全合成及其在天然产物绝对构型测定中的应用：对报道的表戈氏叶黄素绝对构型的修正。
Mar Drugs. 2014 Dec 30;13(1):159-72. doi: 10.3390/md13010159.

本文引用的文献

1
Stereoselective total synthesis of the acetylenic carotenoids alloxanthin and triophaxanthin.手性选择性全合成炔烃类类胡萝卜素别叶黄素和三叶黄素。
Org Biomol Chem. 2012 May 28;10(20):4103-8. doi: 10.1039/c2ob25321f. Epub 2012 Apr 17.
2
Carotenoids in marine animals.海洋动物中的类胡萝卜素。
Mar Drugs. 2011 Feb 22;9(2):278-293. doi: 10.3390/md9020278.
3
Structures of minor carotenoids from the Japanese common catfish, Silurus asotus.日本鲶鱼（Silurus asotus）中次要类胡萝卜素的结构
Chem Pharm Bull (Tokyo). 2011;59(1):140-5. doi: 10.1248/cpb.59.140.
4
Photosynthetically active accessory pigments of cryptomonads.隐藻的光合活性辅助色素。
Nature. 1959 Oct 3;184:1051-2. doi: 10.1038/1841051a0.
5
Optical rotatory dispersion of carotenoids.类胡萝卜素的旋光色散
J Chem Soc Perkin 1. 1969;18:2527-44. doi: 10.1039/j39690002527.
6
The first isolation of enantiomeric and meso-zeaxanthin in nature.首次在自然界中分离出对映体和内消旋玉米黄质。
Comp Biochem Physiol B. 1986;83(1):121-4. doi: 10.1016/0305-0491(86)90341-x.
7
Comparative biochemical studies of carotenoids in fishes--XXIX. Isolation of new luteins, lutein F and lutein G from marine fishes.
Comp Biochem Physiol B. 1986;85(1):77-80. doi: 10.1016/0305-0491(86)90224-5.
8
Animal carotenoids. 32. Carotenoids of Mytilus edulis (edible mussel).动物类胡萝卜素。32. 紫贻贝（可食用贻贝）的类胡萝卜素。
Acta Chem Scand B. 1988 Sep;42(8):495-503. doi: 10.3891/acta.chem.scand.42b-0495.