Anomer selective formation of l-menthyl α-D-glucopyranoside by α-glucosidase-catalyzed reaction

Hiroyuki Nakagawa; Masaaki Yoshiyama; Susumu Shimura; Kohtaro Kirimura; Shoji Usami

doi:10.1271/bbb.60.1914

Anomer selective formation of l-menthyl α-D-glucopyranoside by α-glucosidase-catalyzed reaction

Hiroyuki Nakagawa, Masaaki Yoshiyama, Susumu Shimura, Kohtaro Kirimura, Shoji Usami^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

16 Citations (Scopus)

Abstract

L-Menthol was glucosylated by the α-glucosidase (EC 3.2.1.20) of Saccharomyces cerevisiae using maltose as glucosyl donor. When 50 mg of l-menthol and 1M maltose in 10 mM citrate–phosphate buffer (pH 7.0) were incubated for 24 h at 30°C, a menthylglucoside was selectively obtained as a product. The molar conversion yield based on supplied menthol was 4.5%. The product was identified as l-menthyl α-D-glucopyranoside (α-MenG) by ¹³C-NMR analysis.

Original language	English
Pages (from-to)	1914-1915
Number of pages	2
Journal	Bioscience, Biotechnology and Biochemistry
Volume	60
Issue number	11
DOIs	https://doi.org/10.1271/bbb.60.1914
Publication status	Published - 1996 Jan

Keywords

Menthylglucoside
Transglucosylation
α-glucosidase
α-glucoside formation

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

Access to Document

10.1271/bbb.60.1914

Cite this

@article{4ab033988ef249ceb0d1a6a90b6841bf,

title = "Anomer selective formation of l-menthyl α-D-glucopyranoside by α-glucosidase-catalyzed reaction",

abstract = "L-Menthol was glucosylated by the α-glucosidase (EC 3.2.1.20) of Saccharomyces cerevisiae using maltose as glucosyl donor. When 50 mg of l-menthol and 1M maltose in 10 mM citrate–phosphate buffer (pH 7.0) were incubated for 24 h at 30°C, a menthylglucoside was selectively obtained as a product. The molar conversion yield based on supplied menthol was 4.5%. The product was identified as l-menthyl α-D-glucopyranoside (α-MenG) by 13C-NMR analysis.",

keywords = "Menthylglucoside, Transglucosylation, α-glucosidase, α-glucoside formation",

author = "Hiroyuki Nakagawa and Masaaki Yoshiyama and Susumu Shimura and Kohtaro Kirimura and Shoji Usami",

year = "1996",

month = jan,

doi = "10.1271/bbb.60.1914",

language = "English",

volume = "60",

pages = "1914--1915",

journal = "Bioscience, Biotechnology and Biochemistry",

issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "11",

}

TY - JOUR

T1 - Anomer selective formation of l-menthyl α-D-glucopyranoside by α-glucosidase-catalyzed reaction

AU - Nakagawa, Hiroyuki

AU - Yoshiyama, Masaaki

AU - Shimura, Susumu

AU - Kirimura, Kohtaro

AU - Usami, Shoji

PY - 1996/1

Y1 - 1996/1

N2 - L-Menthol was glucosylated by the α-glucosidase (EC 3.2.1.20) of Saccharomyces cerevisiae using maltose as glucosyl donor. When 50 mg of l-menthol and 1M maltose in 10 mM citrate–phosphate buffer (pH 7.0) were incubated for 24 h at 30°C, a menthylglucoside was selectively obtained as a product. The molar conversion yield based on supplied menthol was 4.5%. The product was identified as l-menthyl α-D-glucopyranoside (α-MenG) by 13C-NMR analysis.

AB - L-Menthol was glucosylated by the α-glucosidase (EC 3.2.1.20) of Saccharomyces cerevisiae using maltose as glucosyl donor. When 50 mg of l-menthol and 1M maltose in 10 mM citrate–phosphate buffer (pH 7.0) were incubated for 24 h at 30°C, a menthylglucoside was selectively obtained as a product. The molar conversion yield based on supplied menthol was 4.5%. The product was identified as l-menthyl α-D-glucopyranoside (α-MenG) by 13C-NMR analysis.

KW - Menthylglucoside

KW - Transglucosylation

KW - α-glucosidase

KW - α-glucoside formation

UR - http://www.scopus.com/inward/record.url?scp=0030470193&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0030470193&partnerID=8YFLogxK

U2 - 10.1271/bbb.60.1914

DO - 10.1271/bbb.60.1914

M3 - Article

AN - SCOPUS:0030470193

SN - 0916-8451

VL - 60

SP - 1914

EP - 1915

JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

IS - 11

ER -

Anomer selective formation of l-menthyl α-D-glucopyranoside by α-glucosidase-catalyzed reaction

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this