Conditions | Yield |
---|---|
With Arabidopsis thaliana sucrose synthase gene; UDP-glucosyltransferase from Stevia rebaudiana, recombinant; magnesium chloride In aq. phosphate buffer at 30℃; for 30h; pH=7.2; Time; Enzymatic reaction; | 78% |
13-O-β-D-glucopyranosyl-19-O-β-D-glucopyranosylsteviol
rebaudioside A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; UDP-glucosyltransferase UGTSL / aq. phosphate buffer / 1 h / 30 °C / pH 7.2 / Enzymatic reaction 2: magnesium chloride; UDP-glucosyltransferase UGT76G1 / aq. phosphate buffer / 30 °C / pH 7.2 / Enzymatic reaction View Scheme | |
Multi-step reaction with 2 steps 1: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
UDP-glucose
rebaudioside A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: magnesium chloride; UDP-glucosyltransferase UGTSL / aq. phosphate buffer / 1 h / 30 °C / pH 7.2 / Enzymatic reaction 2: magnesium chloride; UDP-glucosyltransferase UGT76G1 / aq. phosphate buffer / 30 °C / pH 7.2 / Enzymatic reaction View Scheme | |
Multi-step reaction with 2 steps 1: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
Conditions | Yield |
---|---|
With UDP-glucosyltransferase UGT76G1; magnesium chloride In aq. phosphate buffer at 30℃; pH=7.2; Catalytic behavior; Kinetics; Enzymatic reaction; chemoselective reaction; | |
With UGT76G1; magnesium chloride In aq. phosphate buffer at 30℃; |
Conditions | Yield |
---|---|
With UDP-glucosyltransferase from Stevia rebaudiana, recombinant; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.2; Time; Enzymatic reaction; |
stevioside
rebaudioside A
Conditions | Yield |
---|---|
With β-1,3-glucanase from Irpex lacteus In aq. buffer at 55℃; for 3h; pH=4.5; Enzymatic reaction; | 150 mg |
Sucrose
rebaudioside A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sucrose synthase / Enzymatic reaction 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: sucrose synthase / Enzymatic reaction 2: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 3: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
Conditions | Yield |
---|---|
With naringinase In aq. acetate buffer at 30℃; for 3.3h; Enzymatic reaction; |
rebaudioside A
Conditions | Yield |
---|---|
With isolase In aq. acetate buffer at 30℃; for 18h; Enzymatic reaction; |
rebaudioside A
Conditions | Yield |
---|---|
Stage #1: 13-O-[2,3-di-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4,6-O-benzylidene-β-D-glucopyranosyl]steviol (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) ester With toluene-4-sulfonic acid In methanol; dichloromethane at 20℃; Stage #2: With sodium methylate In methanol at 20℃; for 6h; | 34 mg |
rebaudioside A
rebaudioside B
Conditions | Yield |
---|---|
With water; potassium hydroxide at 90℃; for 1h; | 98% |
With water; potassium hydroxide at 90℃; for 6h; | 70% |
With water Alkaline conditions; | |
With potassium hydroxide In water for 1h; Reflux; |
rebaudioside A
A
steviol
B
isosteviol
C
13-hydroxy-ent-kaur-15-en-19-oic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water for 8h; Reflux; | A n/a B 36% C n/a |
rebaudioside A
steviol
Conditions | Yield |
---|---|
Stage #1: rebaudioside A With sodium periodate In water at 20℃; for 48h; Darkness; Stage #2: With water; potassium hydroxide for 1.5h; Heating; Darkness; | 16% |
rebaudioside A
iso-rebaudioside A
Conditions | Yield |
---|---|
With citric acid In water at 21 - 90℃; for 72 - 1848h; pH=2.0 - 7.0; Product distribution / selectivity; |
rebaudioside A
A
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-ent-kaur-15-en-19-oic acid
B
iso-rebaudioside A
C
13-methyl-16-oxo-17-nor-ent-kauran-19-oic acid-β-D-glucopyranosyl ester
D
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-16β-hydroxy-ent-kauran-19-oic acid
E
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-16-hydroxykauran-18-oic acid β-D-glucopyranosyl ester
Conditions | Yield |
---|---|
With phosphoric acid; water at 80℃; for 24h; pH=2; |
rebaudioside A
A
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-ent-kaur-15-en-19-oic acid
B
iso-rebaudioside A
C
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-16β-hydroxy-ent-kauran-19-oic acid
D
13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-16-hydroxykauran-18-oic acid β-D-glucopyranosyl ester
Conditions | Yield |
---|---|
With phosphoric acid; water at 80℃; for 24h; pH=2; |
rebaudioside A
Conditions | Yield |
---|---|
With carbon dioxide; phosphoric acid; water at 40℃; for 1680h; pH=2.8; |
rebaudioside A
(16S)-13-hydroxy-ent-kauran-19-oic acid
Conditions | Yield |
---|---|
Stage #1: rebaudioside A With hydrogenchloride; water for 8h; Reflux; Stage #2: With Ni-Al; hydrazine hydrate; potassium hydroxide In water at 80℃; for 8h; stereospecific reaction; | |
Multi-step reaction with 2 steps 1: hydrogenchloride; water / 8 h / Reflux 2: Ni-Al; hydrazine hydrate; potassium hydroxide / water / 8 h / 80 °C View Scheme |
Conditions | Yield |
---|---|
With hydrogen; palladium(II) hydroxide In ethanol; water at 20℃; under 2844.39 Torr; for 120h; | A n/a B n/a |
rebaudioside A
Conditions | Yield |
---|---|
With palladium on activated charcoal; deuterium In methanol at 20℃; under 760.051 Torr; |
rebaudioside A
steviolbioside
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 110℃; for 1.5h; | 80 mg |
rebaudioside A
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; potassium hydroxide / 1 h / 90 °C 2: dmap; triethylamine / 2 h / 60 °C 3: hydrogen bromide; acetic acid / dichloromethane / 3.5 h / 20 °C View Scheme |
rebaudioside A
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; potassium hydroxide / 1 h / 90 °C 2: dmap; triethylamine / 2 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide; water / 6 h / 90 °C 2: sodium acetate / 2.5 h / 140 °C View Scheme |
Conditions | Yield |
---|---|
With sucrose synthase 1 AtSUS; UDP-glucosyltransferase UGT76G1-R1-F12; UDP-glucosyltransferase UGTSL2; UDP; magnesium chloride In aq. phosphate buffer pH=7.5; Catalytic behavior; Enzymatic reaction; chemoselective reaction; |
UDP-glucose
rebaudioside A
Conditions | Yield |
---|---|
With UDP-glucosyltransferase S115N06 E1; magnesium chloride In aq. phosphate buffer at 30℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; chemoselective reaction; |
Conditions | Yield |
---|---|
With UDP-glucosyltransferase S115N05 A7; magnesium chloride In aq. phosphate buffer at 30℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; chemoselective reaction; |
Conditions | Yield |
---|---|
With UDP-glucosyltransferase UGTSL; magnesium chloride In aq. phosphate buffer at 30℃; for 45h; pH=7.2; Catalytic behavior; Kinetics; Reagent/catalyst; Enzymatic reaction; chemoselective reaction; | |
With UGTSL2; magnesium chloride In aq. phosphate buffer at 30℃; for 22h; | |
With EUGT11 enzyme (SEQ ID NO:16) In aq. buffer at 30℃; for 24h; pH=8; Reagent/catalyst; Enzymatic reaction; | |
With uridine 5'-diphospho glycosyl transferase EUGT11, N-terminal HIS-tag, N-terminal GST-tag In aq. buffer at 37℃; for 48h; pH=7; Kinetics; Reagent/catalyst; Temperature; Enzymatic reaction; |
UDP-glucose
rebaudioside A
Conditions | Yield |
---|---|
With uridine diphosphate-glycosyltransferase; magnesium chloride In aq. phosphate buffer at 30℃; for 42h; pH=7.5; Enzymatic reaction; | |
With magnesium chloride In aq. phosphate buffer at 30℃; for 42h; |
UDP-glucose
rebaudioside A
13-[(2-O-(β-D-glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid 2-O-(β-D-glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester
Conditions | Yield |
---|---|
With sucrose synthase; isolase; UGTSL2; magnesium chloride In aq. phosphate buffer Enzymatic reaction; |
The Kaur-16-en-18-oic acid,13-[(O-b-D-glucopyranosyl-(1®2)-O-[b-D-glucopyranosyl-(1®3)]-b-D-glucopyranosyl)oxy]-, b-D-glucopyranosyl ester, (4a)-, with the CAS registry number 58543-16-1, is also known as Rebaudioside A. It belongs to the product category of Miscellaneous Natural Products. This chemical's molecular formula is C44H70O23 and molecular weight is 967.01. Its systematic name is called 1-O-[(5β,9β,10α)-12-{[β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->3)]-(3ξ)-β-D-ribo-hexopyranosyl]oxy}-18-oxokaur-16-en-18-yl]-D-glucopyranose. This chemical's classification code is Sweetening Agents. It should be stored in a sealed container which should be stored in a dry, cool place.
Physical properties of Kaur-16-en-18-oic acid,13-[(O-b-D-glucopyranosyl-(1®2)-O-[b-D-glucopyranosyl-(1®3)]-b-D-glucopyranosyl)oxy]-, b-D-glucopyranosyl ester, (4a)-: (1)ACD/LogP: -1.12; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -1.12; (4)ACD/LogD (pH 7.4): -1.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.84; (8)ACD/KOC (pH 7.4): 5.84; (9)#H bond acceptors: 23; (10)#H bond donors: 14; (11)#Freely Rotating Bonds: 27; (12)Index of Refraction: 1.657; (13)Molar Refractivity: 224.03 cm3; (14)Molar Volume: 608.5 cm3; (15)Surface Tension: 92.7 dyne/cm; (16)Density: 1.58 g/cm3; (17)Flash Point: 320.2 °C; (18)Enthalpy of Vaporization: 183.36 kJ/mol; (19)Boiling Point: 1103.5 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)[C@]7(C)CCC[C@@]6(C)[C@@H]8CC(O[C@@H]4O[C@H](CO)[C@@H](O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]4O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C5C(=C )\CC8(C5)CC[C@@H]67
(2)InChI: InChI=1/C44H70O23/c1-16-10-44-8-5-23-42(2,6-4-7-43(23,3)41(59)67-39-34(58)31(55)27(51)21(14-47)63-39)24(44)9-18(17(16)11-44)60-40-36(66-38-33(57)30(54)26(50)20(13-46)62-38)35(28(52)22(15-48)64-40)65-37-32(56)29(53)25(49)19(12-45)61-37/h17-40,45-58H,1,4-15H2,2-3H3/t17?,18?,19-,20-,21-,22-,23+,24+,25-,26-,27-,28-,29+,30+,31+,32-,33-,34-,35?,36-,37+,38+,39?,40-,42-,43-,44?/m1/s1
(3)InChIKey: CHSPVGNDBQFQNR-VECHAMHWBM
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