Steviol-19-O-Glucoside

Base Information

• Chemical Name: Steviol-19-O-Glucoside
• CAS No.: 1185737-16-9
• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.599
• Mol file: 1185737-16-9.mol

Synonyms:

Chemical Property of Steviol-19-O-Glucoside

Chemical Property:

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Steviol-19-O-Glucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Steviol-19-O-Glucoside

There total 9 articles about Steviol-19-O-Glucoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 10.6%

β-D-glucose (492-61-5) + ent-13-hydroxykaur-16-en-19-oic acid (471-80-7,29584-19-8) → steviol 19β-glucopyranosyl ester (64977-89-5,1185737-16-9) + steviol 19-β-gentiobiosyl ester (140447-36-5) + steviol 13-O-β-glucopyranoside 19-β-glucopyranosyl ester (64849-39-4,104873-42-9)

Guidance literature:

In ethanol; at 25 ℃; for 72h; culture of Eucalyptus perriniana;

DOI:10.1016/0031-9422(91)83450-Y

Reference yield:

UDP-glucose (133-89-1) + steviol (29584-19-8,471-80-7) → 13-hydroxy-ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester (1185737-16-9) + 13-O-β-glucopyranosol steviol (60129-60-4,64977-87-3) + 13-O-β-D-glucopyranosyl-19-O-β-D-glucopyranosylsteviol (64849-39-4,104873-42-9)

Guidance literature:

With glucosyltransferase from Andrographis paniculata; In aq. buffer; at 30 ℃; for 12h; pH=7.4; Enzymatic reaction;

DOI:10.1021/acs.orglett.8b02146

Reference yield:

stevioside (57817-89-7) → 13-hydroxy-ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester (1185737-16-9) + β-D-glucose (492-61-5) + steviol (29584-19-8,471-80-7) + 13-O-β-D-glucopyranosyl-19-O-β-D-glucopyranosylsteviol (64849-39-4,104873-42-9)

Guidance literature:

With β-galactosidase from Sulfolobus solfataricus; water; at 85 ℃; for 3h; Reagent/catalyst; chemospecific reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2014.03.011

upstream raw materials:

β-D-glucose

ent-13-hydroxykaur-16-en-19-oic acid

rebaudioside A

C₃₆H₅₀O₁₃

Refernces

• 1、 Li, Weichao,Zhou, Yiqing,You, Wenjing,Yang, Mengquan,Ma, Yanrong,Wang, Mingli,Wang, Yong,Yuan, Shuguang,Xiao, Youli. "Development of Photoaffinity Probe for the Discovery of Steviol Glycosides Biosynthesis Pathway in Stevia rebuadiana and Rapid Substrate Screening". . p. 1944 - 1949. Retrieved 2018/06/11.
• 2、 Chen, Jun-Ming,Xia, Yong-Mei,Wan, Hui-Da,Wang, Hai-Jun,Liu, Xiang. "A complete specific cleavage of glucosyl and ester linkages of stevioside for preparing steviol with a β-galactosidase from Sulfolobus solfataricus". . p. 126 - 131. Retrieved 2014/06/10.