58543-16-1 Usage
Description
Rebaudioside A is a natural non-caloric sweetener derived from the stevia plant, specifically from the leaves of Stevia rebaudiana Bertoni. It is a glycoside and one of the predominant steviol glycosides found in the plant. Rebaudioside A is known for its sweetness, which is approximately 300-400 times that of sugar, and its negligible effect on blood glucose levels. This makes it a popular choice for those managing diabetes, high blood pressure, and weight loss. It is also characterized by its white powder form and is metabolized by gut microbiota to steviol, a compound with well-studied safety.
Uses
Used in Food and Beverage Industry:
Rebaudioside A is used as a natural, calorie-free sweetener for various applications in the food and beverage industry. It is favored for its sweetness and stability under different pH levels and heat conditions, making it suitable for a wide range of products, including beverages, tabletop sweeteners, and general foods.
Used in Pharmaceutical Applications:
Rebaudioside A is used in the treatment of various diseases, such as diabetes, high blood pressure, and weight loss, due to its ability to increase glucagon-like peptide 1 (GLP-1) secretion and its negligible effect on blood glucose levels. It is also used as a food additive and in dietary supplements to help manage these conditions.
Used in Diabetic and Carbohydrate-Controlled Diets:
Rebaudioside A is used as a natural sweetener for individuals with diabetes and those on carbohydrate-controlled diets, providing a sweet taste without the need for additional sugar or calories.
Used in Dietary Supplements:
Rebaudioside A is also utilized in dietary supplements, offering a healthy and natural alternative to artificial sweeteners for those seeking to maintain a balanced diet or manage specific health conditions.
benefits
Zero caloriesNo carbohydrateDoes not raise blood glucose or insulin levels (Zero Index Glycemic), safe for people with diabetesKeto, Vegan, and Gluten-Free
Biological Activity
Rebaudioside A is a natural non-caloric sweetener. It is one of the predominant steviol glycosides isolated from S. rebaudiana leaves. It increases glucagon-like peptide 1 (GLP-1) secretion in a 2-dimensional mouse intestine model. In a two bottle preference test, mice drink more water containing rebaudioside A than unsweetened water, though saccharin-sweetened water is still preferred. Rebaudioside A is metabolized by gut microbiota to steviol, a compound whose safety is widely studied. Consumption of rebaudioside A formulations by pre-diabetic patients did not increase fasting or 2 hour plasma glucose levels or insulin levels.
Safety
High-purity (95% minimum) of individual or combined steviol glycosides can be considered as GRAS (Generally Recognized as Safe) by the FDA. For example, FDA had no questions regarding Guilin Layn's conclusion that its reb A (≥97% by weight (w/w)) is GRAS as a table top sweetener and as a general purpose sweetener in foods, excluding meat and poultry products and infant formulas.Its safety has also been approved by the EFSA, JECFA, FSANZ and other authorities.
Check Digit Verification of cas no
The CAS Registry Mumber 58543-16-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,5,4 and 3 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 58543-16:
(7*5)+(6*8)+(5*5)+(4*4)+(3*3)+(2*1)+(1*6)=141
141 % 10 = 1
So 58543-16-1 is a valid CAS Registry Number.
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
58543-16-1Relevant articles and documents
Efficient enzymatic production of rebaudioside A from stevioside
Wang, Yu,Chen, Liangliang,Li, Yan,Li, Yangyang,Yan, Ming,Chen, Kequan,Hao, Ning,Xu, Lin
, p. 67 - 73 (2016)
Stevioside and rebaudioside A are the chief diterpene glycosides present in the leaves of Stevia rebaudiana. Rebaudioside A imparts a desirable sweet taste, while stevioside produces a residual bitter aftertaste. Enzymatic synthesis of rebaudioside A from stevioside can increase the ratio of rebaudioside A to stevioside in steviol glycoside products, providing a conceivable strategy to improve the organoleptic properties of steviol glycoside products. Here, we demonstrate the efficient conversion of stevioside to rebaudioside A by coupling the activities of recombinant UDP-glucosyltransferase UGT76G1 from S. rebaudiana and sucrose synthase AtSUS1 from Arabidopsis thaliana. The conversion occurred via regeneration of UDP-glucose by AtSUS1. UDP was applicable as the initial material instead of UDP-glucose for UDP-glucose recycling. The amount of UDP could be greatly reduced in the reaction mixture. Rebaudioside A yield in 30 h with 2.4mM stevioside, 7.2mM sucrose, and 0.006mM UDP was 78%.
Diversity-Oriented Synthesis of Steviol Glycosides
Qiao, Zhi,Liu, Hui,Sui, Jing-Jing,Liao, Jin-Xi,Tu, Yuan-Hong,Schmidt, Richard R.,Sun, Jian-Song
, p. 11480 - 11492 (2018/09/25)
With cheap and easily available mixtures of steviol glycosides as starting materials, a practical method for steviol acquisition has been developed, on the basis of which a facile, diversity-oriented, and economic protocol for the synthesis of structurally defined steviol glycosides was established. The novel approach is featured by the highly efficient glycosylation of sterically hindered and acid-sensitive steviol via orchestrated application of Yu glycosylation, Schmidt glycosylation, and PTC glycosylation. Hence, these high-intensity sweeteners and potential lead compounds for drug development are now readily accessible.
HIGH-PURITY STEVIOL GLYCOSIDES
-
Page/Page column 9; 46-47; 52-53, (2014/12/12)
Methods of preparing highly purified steviol glycosides, particularly rebaudiosides A, D and M are described. The methods include utilizing recombinant microorganisms for converting various staring compositions to target steviol glycosides. In addition, novel steviol glycosides reb D2 and reb M2 are disclosed, as are methods of preparing the same. The highly purified rebaudiosides are useful as non-caloric sweetener in edible and chewable compositions such as any beverages, confectioneries, bakery products, cookies, and chewing gums.
