A novel vitamin C analog, 2- O-(β-D-Glucopyranosyl)ascorbic acid: examination of enzymatic synthesis and biological activity

• Published in: Journal of bioscience and bioengineering Vol. 99; no. 4; pp. 361 - 365
• Main Authors: Toyada-ono, Yoshiko, Maeda, Mitsuru, Nakao, Masahiro, Yoshimura, Makiko, Sugiura-tomimori, Namino, Fukami, Harukazu, Nishioka, Hitomi, Miyashita, Yayoi, Kojo, Shosuke
• Format: Journal Article
• Language: English
• Published: Amsterdarm Elsevier B.V 2005; Elsevier Science
• Subjects: Administration, Oral; Animals; Ascorbic acid; Ascorbic Acid - administration & dosage; Ascorbic Acid - analogs & derivatives; Ascorbic Acid - chemistry; beta -Glucosidase; Biological and medical sciences; Biotechnology; Body Weight - drug effects; cellobiose; Cellobiose - chemistry; Cellulase; Cellulase - chemistry; Dietary Supplements; Enzyme Activation; Food; Fruits; Fundamental and applied biological sciences. Psychology; Glucose; glucoside; Lycium; Male; osteogenic disorder Shionogi (ODS) rat; Q1; Q2; Rats; Statistical analysis; Trichoderma; Trichoderma - enzymology; vitamin C; Vitamins; Trichoderma; glucoside; ascorbic acid; vitamin C; cellulase; osteogenic disorder Shionogi (ODS) rat; Enzymatic synthesis; Ascorbic acid; Rat; Enzyme; Rodentia; Glucoside; Vitamin; Biological activity; Fungi; Vertebrata; Mammalia; Cellulase; Glycosidases; Analog; Hydrolases; Fungi Imperfecti; O-Glycosidases; Thallophyta; β-glucoside
• ISSN: 1389-1723; 1347-4421
• DOI: 10.1263/jbb.99.361

2- O-(β-D-Glucopyranosyl)ascorbic acid (AA2βG) 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-(β-D-Glucopyranosyl)ascorbic acid as well as AA2βG was also synthesized in this reaction. The vitamin C activity of AA2βG was also evaluated using inherently scorbutic (osteogenic disorder Shionogi [ODS]) rats. The rats were fed vitamin C-deficient food and water containing AA2βG for 21. AA2βG 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 AA2βG (β-glucosidase activity) although the correlation was not statistically significant ( P=0.08). The results indicate that AA2βG has pro-vitamin C activity.