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US 2016/0097070 A1Published application
Non-caloric sweeteners and methods for synthesizing
AssigneeConagen Inc.
InventorsGuohong Mao, Yang Luo, Ying Lin, Xiaodan Yu
Life of this patent
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Abstract
Disclosed are steviol glycosides referred to as rebaudioside V and rebaudioside W. Also disclosed are methods for producing rebaudioside M (Reb M), rebausoside G (Reb G), rebaudioside KA (Reb KA), rebaudioside V (Reb V) and rebaudioside (Reb W).
Claims46
A method for synthesizing a mixture stevioside and rebaudioside KA from rubusoside, the method comprising:
- preparing a reaction mixture comprising rubusoside, substrates selected from the group consisting of sucrose, uridine diphosphate (UDP) and uridine diphosphate-glucose (UDP-glucose), a UDP-glycosyltransferase selected from the group consisting of EUGT11 and a UDP-glycosyltransferase fusion enzyme;
- and
- incubating the reaction mixture for a sufficient time to produce a mixture of stevioside and rebaudioside KA, wherein a glucose is covalently coupled to C2′-19-O-glucose of rubusoside to produce rebaudioside KA, and a glucose is convalently coupled to C2′-13-O-glucose of rubusoside to produce stevioside.
A method for synthesizing rebaudioside KA from rubusoside, the method comprising:
- preparing a reaction mixture comprising rubusoside, substrates selected from the group consisting of sucrose, uridine diphosphate (UDP) and uridine diphosphate-glucose (UDP-glucose);
- and HV 1;
- and
- incubating the reaction mixture for a sufficient time to produce rebaudioside KA, wherein a glucose is covalently coupled to the C2′-19-O-glucose of rubusoside to produce a rebaudioside KA.
1 more element
A method for synthesizing rebaudioside G from rubusoside, the method comprising:
- preparing a reaction mixture comprising rubusoside, substrates selected from the group consisting of sucrose, uridine diphosphate (UDP) and uridine diphosphate-glucose (UDP-glucose), a UDP-glycosyltransferase selected from UGT76G1 and a UDP-glycosyltransferase synthase fusion enzyme;
- and
- incubating the reaction mixture for a sufficient time to produce rebaudioside G, wherein a glucose is covalently coupled to the C3′-13-O-glucose of rubusoside to produce a rebaudioside G.
A method for synthesizing rebaudioside M from rebaudioside D, the method comprising:
- preparing a reaction mixture comprising rebaudioside D;
- substrates selected from the group consisting of sucrose, uridine diphosphate (UDP), uridine diphosphate-glucose (UDP-glucose), and combinations thereof;
- and a uridine dipospho glycosyltransferase (UDP-glycosyltransferase) selected from the group consisting of an UGT76G1, a UDP-glycosyltransferase fusion enzyme, and combinations thereof;
- and
- incubating the reaction mixture for a sufficient time to produce rebaudioside M, wherein a glucose is covalently coupled to the rebaudioside D to produce rebaudioside M.
2 more elements
A method for synthesizing rebaudioside M from rebaudioside E, the method comprising:
- preparing a reaction mixture comprising rebaudioside E;
- substrates selected from the group consisting of sucrose, uridine diphosphate (UDP), uridine diphosphate-glucose (UDP-glucose), and combinations thereof;
- and a uridine dipospho glycosyltransferase (UDP-glycosyltransferase) selected from the group consisting of an UGT76G1, a UDP-glycosyltransferase fusion enzyme, and combinations thereof;
- and
- incubating the reaction mixture for a sufficient time to produce rebaudioside M, wherein a glucose is covalently coupled to the rebaudioside E to produce rebaudioside D, and a glucose is covalently coupled to the rebaudioside D to produce rebaudioside M.
2 more elements
A method of producing of rebaudioside M from stevioside, the method comprising:
- preparing a reaction mixture comprising stevioside;
- substrates selected from the group consisting of sucrose, uridine diphosphate (UDP), uridine diphosphate-glucose (UDP-glucose), and combinations thereof;
- and a uridine dipospho glycosyltransferase (UDP-glycosyltransferase) selected from the group consisting of an UGT76G1, an HV1, a UDP-glycosyltransferase fusion enzyme, and combinations thereof;
- and
- incubating the reaction mixture for a sufficient time to produce rebaudioside M, wherein a glucose is covalently coupled to the stevioside by UGT76G1 or the fusion enzyme to produce rebaudioside A, a glucose is covalently coupled to the rebaudioside A by HV1 to produce rebaudioside D, and a glucose is covalently coupled to the rebaudioside D by UGT76G1 or the fusion enzyme to produce rebaudioside M.
2 more elements
A method of producing of rebaudioside M from rebaudioside A, the method comprising:
- preparing a reaction mixture comprising rebaudioside A;
- substrates selected from the group consisting of sucrose, uridine diphosphate (UDP), uridine diphosphate-glucose (UDP-glucose), and combinations thereof;
- and a uridine dipospho glycosyltransferase (UDP-glycosyltransferase) selected from the group consisting of an UGT76G1, an HV1, a UDP-glycosyltransferase fusion enzyme, and combinations thereof, and
- incubating the reaction mixture for a sufficient time to produce rebaudioside M, wherein a glucose is covalently coupled to the rebaudioside A by HV1 to produce rebaudioside D, and a glucose is covalently coupled to the rebaudioside D by UGT76G1 or the fusion enzyme to produce rebaudioside M.
1 more element
Dependencies are inferred from the claim text.