Production of Ethyl-agarobioside, a Novel Skin Moisturizer, by Mimicking the Alcoholysis from the Japanese Sake-Brewing Process

Sun Hee Lee; Eun Ju Yun; Na Ree Han; Inho Jung; Jeffrey G. Pelton; Jae Eun Lee; Nam Joo Kang; Yong Su Jin; Kyoung Heon Kim

doi:10.3390/md21060341

Production of Ethyl-agarobioside, a Novel Skin Moisturizer, by Mimicking the Alcoholysis from the Japanese Sake-Brewing Process

Sun Hee Lee, Eun Ju Yun, Na Ree Han, Inho Jung, Jeffrey G. Pelton, Jae Eun Lee, Nam Joo Kang, Yong Su Jin, Kyoung Heon Kim

Department of Biotechnology

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Agarobiose (AB; d-galactose-β-1,4-AHG), produced by one-step acid hydrolysis of agarose of red seaweed, is considered a promising cosmetic ingredient due to its skin-moisturizing activity. In this study, the use of AB as a cosmetic ingredient was found to be hampered due to its instability at high temperature and alkaline pH. Therefore, to increase the chemical stability of AB, we devised a novel process to synthesize ethyl-agarobioside (ethyl-AB) from the acid-catalyzed alcoholysis of agarose. This process mimics the generation of ethyl α-glucoside and glyceryl α-glucoside by alcoholysis in the presence of ethanol and glycerol during the traditional Japanese sake-brewing process. Ethyl-AB also showed in vitro skin-moisturizing activity similar to that of AB, but showed higher thermal and pH stability than AB. This is the first report of ethyl-AB, a novel compound produced from red seaweed, as a functional cosmetic ingredient with high chemical stability.

Original language	English
Article number	341
Journal	Marine drugs
Volume	21
Issue number	6
DOIs	https://doi.org/10.3390/md21060341
Publication status	Published - 2023 Jun

Bibliographical note

Funding Information:
This work was supported by the Korea Institute of Planning and Evaluation for Technology in Food, Agriculture, Forestry, and Fisheries, funded by the Ministry of Agriculture, Food, and Rural Affairs (32136-05-1-SB010) and by the Ministry of Trade, Industry and Energy (20018132). This work was also supported by the Korea University Food Safety Hall for the Institute of Biomedical Science and Food Safety and by a Korea University Grant.

Publisher Copyright:
© 2023 by the authors.

Keywords

agarobiose
agarose
alcoholysis
ethyl-agarobioside
moisturizer
red seaweed

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)

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10.3390/md21060341

Cite this

@article{6d7b15cabc39419588db1a9db74f8c69,

title = "Production of Ethyl-agarobioside, a Novel Skin Moisturizer, by Mimicking the Alcoholysis from the Japanese Sake-Brewing Process",

abstract = "Agarobiose (AB; d-galactose-β-1,4-AHG), produced by one-step acid hydrolysis of agarose of red seaweed, is considered a promising cosmetic ingredient due to its skin-moisturizing activity. In this study, the use of AB as a cosmetic ingredient was found to be hampered due to its instability at high temperature and alkaline pH. Therefore, to increase the chemical stability of AB, we devised a novel process to synthesize ethyl-agarobioside (ethyl-AB) from the acid-catalyzed alcoholysis of agarose. This process mimics the generation of ethyl α-glucoside and glyceryl α-glucoside by alcoholysis in the presence of ethanol and glycerol during the traditional Japanese sake-brewing process. Ethyl-AB also showed in vitro skin-moisturizing activity similar to that of AB, but showed higher thermal and pH stability than AB. This is the first report of ethyl-AB, a novel compound produced from red seaweed, as a functional cosmetic ingredient with high chemical stability.",

keywords = "agarobiose, agarose, alcoholysis, ethyl-agarobioside, moisturizer, red seaweed",

author = "Lee, {Sun Hee} and Yun, {Eun Ju} and Han, {Na Ree} and Inho Jung and Pelton, {Jeffrey G.} and Lee, {Jae Eun} and Kang, {Nam Joo} and Jin, {Yong Su} and Kim, {Kyoung Heon}",

note = "Funding Information: This work was supported by the Korea Institute of Planning and Evaluation for Technology in Food, Agriculture, Forestry, and Fisheries, funded by the Ministry of Agriculture, Food, and Rural Affairs (32136-05-1-SB010) and by the Ministry of Trade, Industry and Energy (20018132). This work was also supported by the Korea University Food Safety Hall for the Institute of Biomedical Science and Food Safety and by a Korea University Grant. Publisher Copyright: {\textcopyright} 2023 by the authors.",

year = "2023",

month = jun,

doi = "10.3390/md21060341",

language = "English",

volume = "21",

journal = "Marine drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "6",

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AU - Lee, Sun Hee

AU - Yun, Eun Ju

AU - Han, Na Ree

AU - Jung, Inho

AU - Pelton, Jeffrey G.

AU - Lee, Jae Eun

AU - Kang, Nam Joo

AU - Jin, Yong Su

AU - Kim, Kyoung Heon

N1 - Funding Information: This work was supported by the Korea Institute of Planning and Evaluation for Technology in Food, Agriculture, Forestry, and Fisheries, funded by the Ministry of Agriculture, Food, and Rural Affairs (32136-05-1-SB010) and by the Ministry of Trade, Industry and Energy (20018132). This work was also supported by the Korea University Food Safety Hall for the Institute of Biomedical Science and Food Safety and by a Korea University Grant. Publisher Copyright: © 2023 by the authors.

PY - 2023/6

Y1 - 2023/6

N2 - Agarobiose (AB; d-galactose-β-1,4-AHG), produced by one-step acid hydrolysis of agarose of red seaweed, is considered a promising cosmetic ingredient due to its skin-moisturizing activity. In this study, the use of AB as a cosmetic ingredient was found to be hampered due to its instability at high temperature and alkaline pH. Therefore, to increase the chemical stability of AB, we devised a novel process to synthesize ethyl-agarobioside (ethyl-AB) from the acid-catalyzed alcoholysis of agarose. This process mimics the generation of ethyl α-glucoside and glyceryl α-glucoside by alcoholysis in the presence of ethanol and glycerol during the traditional Japanese sake-brewing process. Ethyl-AB also showed in vitro skin-moisturizing activity similar to that of AB, but showed higher thermal and pH stability than AB. This is the first report of ethyl-AB, a novel compound produced from red seaweed, as a functional cosmetic ingredient with high chemical stability.

AB - Agarobiose (AB; d-galactose-β-1,4-AHG), produced by one-step acid hydrolysis of agarose of red seaweed, is considered a promising cosmetic ingredient due to its skin-moisturizing activity. In this study, the use of AB as a cosmetic ingredient was found to be hampered due to its instability at high temperature and alkaline pH. Therefore, to increase the chemical stability of AB, we devised a novel process to synthesize ethyl-agarobioside (ethyl-AB) from the acid-catalyzed alcoholysis of agarose. This process mimics the generation of ethyl α-glucoside and glyceryl α-glucoside by alcoholysis in the presence of ethanol and glycerol during the traditional Japanese sake-brewing process. Ethyl-AB also showed in vitro skin-moisturizing activity similar to that of AB, but showed higher thermal and pH stability than AB. This is the first report of ethyl-AB, a novel compound produced from red seaweed, as a functional cosmetic ingredient with high chemical stability.

KW - agarobiose

KW - agarose

KW - alcoholysis

KW - ethyl-agarobioside

KW - moisturizer

KW - red seaweed

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DO - 10.3390/md21060341

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AN - SCOPUS:85163676051

SN - 1660-3397

VL - 21

JO - Marine drugs

JF - Marine drugs

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M1 - 341

ER -

Production of Ethyl-agarobioside, a Novel Skin Moisturizer, by Mimicking the Alcoholysis from the Japanese Sake-Brewing Process

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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