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Preparation of Phosphatidyl-panthenol by phospholipase D-mediated transphosphatidylation and its anti-inflammatory activity on macrophage-like RAW264.7 cells

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/82196

Title: Preparation of Phosphatidyl-panthenol by phospholipase D-mediated transphosphatidylation and its anti-inflammatory activity on macrophage-like RAW264.7 cells
Authors: Yamamoto, Yukihiro Browse this author →KAKEN DB
Suzuri, Kounosuke Browse this author
Kunii, Tasuku Browse this author
Kurihara, Hideyuki Browse this author →KAKEN DB
Miyashita, Kazuo Browse this author →KAKEN DB
Hosokawa, Masashi Browse this author →KAKEN DB
Keywords: Phosphatidyl-panthenol
Phospholipid
Phospholipase D
Anti-inflammation
Issue Date: Jul-2020
Publisher: Elsevier
Journal Title: Biocatalysis and agricultural biotechnology
Volume: 26
Start Page: 101629
Publisher DOI: 10.1016/j.bcab.2020.101629
Abstract: Panthenol is known to be pro-vitamin B5 and show several functions such as wound-healing, anti-oxidative, and anti-inflammatory activities. In this study, panthenol was phosphatidylated via phospholipase D (PLD)-mediated transphosphatidylation and its anti-inflammatory effects were investigated on macrophage-like RAW264.7 cells. By PLD-mediated transphosphatidylation from phosphatidylcholine (PC), hydroxy group of p1 position in panthenol molecule was alternatively formed phosphate ester bond even though panthenol has three of hydroxy groups in the molecule. The yield was 96 mol% under optimum reaction conditions: 50 μmol of PC, 1.6 U of PLD, 500 μmol of panthenol, 1.6 mL/1.6 mL of ethyl acetate/0.2 M acetate buffer (pH 5.6) ratio, 10 mM of CaCl2 in the buffer, 37 °C for 24 h. Phosphatidyl-panthenol (P-panthenol) suppressed mRNA expression level of pro-inflammatory mediators such as IL-6, IL-1β, TNF-α and COX-2 more than precursor compounds, PC and panthenol, in activated RAW264.7 cells. P-panthenol also suppressed protein secretion levels of IL-6 and IL-1β in the culture medium of RAW264.7 cells. These results demonstrate that P-panthenol, which is easily synthesized in high yield, is potential compound for novel anti-inflammatory phospholipid.
Rights: © 2020. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/
https://creativecommons.org/licenses/by-nc-nd/4.0/
Type: article (author version)
URI: http://hdl.handle.net/2115/82196
Appears in Collections:水産科学院・水産科学研究院 (Graduate School of Fisheries Sciences / Faculty of Fisheries Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 細川 雅史

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