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Rebaudioside A

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-R1001

  • Specification : 98%

  • CAS number : 58543-16-1

  • Formula : C44H70O23

  • Molecular Weight : 967.01

  • PUBCHEM ID : 6918840

  • Volume : 20mg

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Catalogue Number

BF-R1001

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

967.01

Appearance

White crystalline powder

Botanical Source

Stevia rebaudiana

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)(C)C(=O)OC8C(C(C(C(O8)CO)O)O)O

Synonyms

Truvia/Stevioside A3/(4α)-13-[(2-O-β-D-glucopyranosyl-3-O-β-D­glucopyranosyl-β-D-glucopyranosyl)-oxy]kaur-6-en-8-oic acid β-D­glucopyranosyl ester/Rebaudioside A/rebiana/1-O-[(5β,8α,9β,10α,13α)-13-{[β-D-Glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl]oxy}-18-oxokaur-16-en-18-yl]-β-D-glucopyranose

IUPAC Name

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Density

1.6±0.1 g/cm3

Solubility

Methanol

Flash Point

319.9±27.8 °C

Boiling Point

1102.8±65.0 °C at 760 mmHg

Melting Point

242-244ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:58543-16-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31959022

Abstract

This study was performed with 40 (20 males, 20 females) BALB/c mice divided into 4 experimental groups and a control group, each consisting of 8 mice (4 males, 4 females). Experimental groups were administered 470, 620, 940, and 1880 mg/kg doses of steviol glycosides, orally, for 4 weeks. The total antioxidants and the oxidant status, paraoxonase-1 enzyme activity, high density lipoprotein-cholesterol, and low-density lipoprotein-cholesterol levels were analyzed from blood samples. The chromosomal aberrations and cell cycle activities were examined from bone marrow samples. Plasma lipid parameters were not affected by the dose of steviol glycosides, however, the total antioxidants, oxidant status, and paraoxonase-1 enzyme activity were found to be negatively correlated with the doses. A positive correlation was found between the total oxidant status and the dose (r = 0.65) and between the mitotic index and the dose (r = 0.74). The dose of steviol glycosides also increased the percentage of the abnormal cells and the CA/cell dose in a dependent manner (r = 0.74 and 0.76, respectively). The study findings concluded that steviol glycosides slightly increased the oxidative damage, cell cycle activity, and chromosomal aberration frequency. However, we did not evaluate the potential of steviol glycosides as genotoxic and mitogenic agents, and, therefore, further investigations are required. CAS number: 58543-16-1.

KEYWORDS

BALB/c mice; genotoxicity; oxidative damage; paraoxonase; steviol glycosides

Title

Do steviol glycosides affect the oxidative and genotoxicity parameters in BALB/c mice?

Author

Yılmaz SG1, Ucar A1, Yılmaz S2.

Publish date

2020 Jan 21

PMID

31589348

Abstract

Rebaudioside A was modified via glucosylation by recombinant dextransucrase of Leuconostoc lactis EG001 in Escherichia coli BL21 (DE3), forming single O-α-D-glucosyl-(1″→6′) rebaudioside A with yield of 86%. O-α-D-glucosyl-(1″→6′) rebaudioside A was purified using HPLC and Diaion HP-20 and its properties were characterized for possible use as a food ingredient. Almost 98% of O-α-D-glucosyl-(1″→6′) rebaudioside A was dissolved after 15 days of storage at room temperature, compared to only 11% for rebaudioside A. Compared to rebaudioside A, O-α-D-glucosyl-(1″→6′) rebaudioside A showed similar or improved acidic or thermal stability in commercial drinks. Thus, O-α-D-glucosyl-(1″→6′) rebaudioside A could be used as a highly pure and improved sweetener with high stability in commercial drinks. PRACTICAL APPLICATION: The proposed method can be used to generate glucosyl rebaudioside A by enzymatic glucosylation. Simple glucosyl rebaudioside A exhibited high acid/thermal stability and improved sweetener in commercialized drinks. This method can be applied to obtain high value-added bioactive compounds by enzymatic modification.

© 2019 Institute of Food Technologists®.

KEYWORDS

Leuconostoc lactis; Rebaudioside A; glucansucrase; glucosylation; sweetener

Title

Enzymatic Synthesis of Glucosyl Rebaudioside A and its Characterization as a Sweetener.

Author

Lee SH1, Ko JA2, Kim HS1, Jo MH1, Kim JS3, Kim D4, Cho JY1, Wee YJ5, Kim YM1

Publish date

2019 Nov

PMID

31259548

Abstract

In this study, a monoglucosyl rebaudioside A product was isolated from the mixture of glucosylated rebaudioside A obtained from the most reported and industrial used cyclodextrin glycosyl transferase, Toruzyme 3.0 L (CGTase, Toruzyme 3.0 L). The molecular structure of the monoglucosyl rebaudioside A was characterized using LC-MS/MS and methylation analysis combined with 1D and 2D NMR, indicating that it is 13-[(2-O-(3-α-O-D-glucopyranosyl)-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid β-D-glucopyranosyl ester (also known as RQ3, which naturally exists in Stevia extract as an isomer of rebaudioside D). This study may help to further understand the reaction mechanism of glucosylation of steviol glycoside assisted by Toruzyme 3.0 L in the aspect of molecule linkage pattern, and also benefit the application of the glucosylated rebaudiosides.

KEYWORDS

NMR; glycosylation; rebaudioside; steviol glycoside; transglucosylation

Title

RQ3, A Natural Rebaudioside D Isomer, Was Obtained from Glucosylation of Rebaudioside A Catalyzed by the CGTase Toruzyme 3.0 L.

Author

Guo Q1,2, Zhang T1,3, Wang N2, Xia Y1,3, Zhou Z1,3, Wang JR4, Mei X4.

Publish date

2019 Jul 17


Description :

Rebaudioside A is a steviol glycoside, α-glucosidase inhibitor with IC50 of 35.01 μg/ml.can inhibit ATP-sensitive K+-channels.Target: α-glucosidase [1]IC 50: 35.01 ug/mLIn vitro: rebaudioside A stimulat the insulin secretion from MIN6 cells in a dose- and glucose-dependent manner. In conclusion, the insulinotropic effect of rebaudioside A is mediated via inhibition of ATP-sensitive K+-channels and requires the presence of high glucose. [2]In vivo: in vivo mouse micronucleus test at doses up to 750 mg/kg bw and an unscheduled DNA synthesis test in rats at doses up to 2000 mg/kg bw, rebaudioside A do not cause any genotoxic effects at any of the doses tested.[3]