A novel vitamin C analog, 2-O-(beta-D-Glucopyranosyl)ascorbic acid: examination of enzymatic synthesis and biological activity.
2-O-(beta-D-Glucopyranosyl)ascorbic acid (AA 2 beta G) isolated from a popular traditional Chinese food (Lycium fruit) was synthesized using cellulase derived from Trichoderma sp. with cellobiose as a glucose donor. 6-O-(beta-D-Glucopyranosyl)ascorbic acid as well as AA 2 beta G was also synthesized in this reaction. The vitamin C activity of AA 2 beta G was also evaluated using inherently scorbutic (osteogenic disorder Shionogi [ODS]) rats. The rats were fed vitamin C-deficient food and water containing AA 2 beta G for 21. AA 2 beta G supported their growth and the level of vitamin C in tissues was moderately maintained. The vitamin C level in some tissues depended on the hydrolytic activity of AA 2 beta G (beta-glucosidase activity) although the correlation was not statistically significant (P=0.08). The results indicate that AA 2 beta G has pro-vitamin C activity.
Toyada-Ono
Yoshiko
Y
Institute for Health Care Science, Technological Development Center, Suntory Ltd., 5-2-5 Yamazaki, Shimamoto-cho, Mishima-gun, Osaka 618-0001, Japan.
Maeda
Mitsuru
M
Nakao
Masahiro
M
Yoshimura
Makiko
M
Sugiura-Tomimori
Namino
N
Fukami
Harukazu
H
Nishioka
Hitomi
H
Miyashita
Yayoi
Y
Kojo
Shosuke
S
D000284:Administration, Oral; D000818:Animals; D001205:Ascorbic Acid / Q000008:administration & dosage / Q000031:analogs & derivatives* / Q000737:chemistry; D001835:Body Weight / Q000187:drug effects*; D002475:Cellobiose / Q000737:chemistry*; D002480:Cellulase / Q000737:chemistry*; D019587:Dietary Supplements; D004789:Enzyme Activation; D008297:Male; D051381:Rats; D014242:Trichoderma / Q000201:enzymology*
C484753:2-O-(beta-D-glucopyranosyl)ascorbic acid; D002475:Cellobiose; D002480:Cellulase; D001205:Ascorbic Acid