Journal
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 69, Issue 8, Pages 2522-2530Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.0c07452
Keywords
rebaudioside A; two-step enzymatic conversion; cyclodextrin glycosyltransferase; glucoamylase; mono-alpha-1,4-glucosylated rebaudioside A derivative
Funding
- National Key Research and Development Program of China [2018YFA0902000]
- National Natural Science Foundation of China [31670062, 31872626]
- Science and Technology Development Project of Shandong Province [2016GGH4502]
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A novel mono-alpha-1,4-glucosylated rebaudioside A derivative (RA1G) was successfully produced through a two-step enzymatic conversion process involving transglycosylation and hydrolyzation, resulting in high conversion rate and maximum yield with improved sensory quality compared to the precursor.
A new two-step enzymatic conversion process for the production of a novel mono-alpha-1,4-glucosylated rebaudioside A derivative (RA1G) was established via transglycosylation followed by hydrolyzation. In the transglycosylation reaction catalyzed by cyclodextrin glycosyltransferase, rebaudioside A (RA) was converted into glucosylated RA derivatives (RAGs), and the maximum conversion of 87.8% was obtained with the optimal conditions of 2 U/mL enzyme, 82.5 mg/mL beta-cyclodextrin, and 82.5 mg/mL RA at 60 degrees C for 5 h. The obtained RAG solution was then directly used in hydrolyzation. Four amylases were screened for shortening the newly synthesized alpha-glucans of RAGs. A glucoamylase was found to produce RA1G as the single glucosylated product, and the maximum yield of 53.3% was achieved with the optimal conditions of adding 1.5 U/mL glucoamylase into RAG solution at 60 degrees C for 3 h. RA1G was identified as 13-[(2-O-beta-D-glucopyranosyl-3-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl) oxy] ent-kaur-16-en-19-oic acid-[(4-O-alpha-D-glucopyranosyl-beta-D-glucopyranosyl) ester] by MS and NMR analysis and showed an improved sensory quality compared to RA.
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