Stereochemical assignment of the unique electron acceptor 5′-hydroxyphylloquinone, a polar analog of vitamin K1 in photosystem I-Reference-Cited by-同舟云学术

Stereochemical assignment of the unique electron acceptor 5′-hydroxyphylloquinone, a polar analog of vitamin K1 in photosystem I

Published:2017-12-02 Issue:12 Volume:81 Page:2244-2252
ISSN:0916-8451
Container-title:Bioscience, Biotechnology, and Biochemistry
language:en
Short-container-title:

Author:

Kosugi Makiko¹²,Lee Changwoo³,Misaki Tomonori³,Kashino Yasuhiro¹,Fujita Morifumi³,Sugimura Takashi³

Affiliation:

1. Department of Life Science, Graduate School of Life Science, University of Hyogo, Kamigori, Japan

2. Department of Biological Sciences, Faculty of Science and Engineering, Chuo University, Tokyo, Japan

3. Department of Material Science, Graduate School of Material Science, University of Hyogo, Kamigori, Japan

Abstract

Abstract A unique electron-accepting analog of vitamin K1 found in photosystem I in several species of oxygenic photosynthetic microorganisms was confirmed to be 5′-hydroxyphylloquinone (1) through stereo-uncontrolled synthesis. Furthermore, the stereochemistry of 1 obtained from Synechococcus sp. PCC 7942 was assigned to be 5′S using proline-catalyzed stereocontrolled reactions.

Funder

Japan Science and Technology Agency

Publisher

Oxford University Press (OUP)

Subject

Organic Chemistry,Molecular Biology,Applied Microbiology and Biotechnology,General Medicine,Biochemistry,Analytical Chemistry,Biotechnology

Link

http://academic.oup.com/bbb/article-pdf/81/12/2244/36839546/bbb2244.pdf

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4. Identification of a plastoquinone and two naphthoquinones in Anacystis nidulans by NMR and mass spectroscopy;Allen;Biochem Biophys Res Commun,1967

5. 5′-Monohydroxyphylloquinone from Anacystis and Euglena;Law;Phytochemistry,1973

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