Compositions and Methods for Improving Rebaudioside M Solubility

a technology of rebaudioside and solubility, applied in the field of compositions and methods for improving rebaudioside m solubility, can solve the problems of poor aqueous solubility and dissolution quality of crystalline rebaudioside m in beverage formulations, and achieve the effect of reducing precipitation and improving aqueous solubility

Inactive Publication Date: 2017-06-22
PURECIRCLE SDN BHD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0009]The present invention also provides methods for preparing disordered crystalline compositions with improved aqueous solubility by heating a mixture of rebaudioside M, rebaudioside D and solvent, maintaining the mixture at an elevated temperature for a period of time to provide a concentrated solution, and then removing solvent from the concentrated solution. Optionally, the temperature of the concentrated solution can be decreased prior to solvent removal.
[0016]The present invention also provides methods for preparing spray-dried compositions with improved aqueous solubility comprising heating a mixture comprising a solvent, rebaudioside M, rebaudioside D and a substance selected from a steviol glycoside mixture, rebaudioside B, NSF-02 or a combination thereof; maintaining the mixture at a temperature for a period of time to provide a concentrated solution; and spray-drying the concentrated solution to provide a spray-dried composition with improved aqueous solubility.
[0022]Additionally, methods for improving the aqueous solubility and / or delaying precipitation in a solution containing rebaudioside M is provided. In one embodiment, a supersaturated rebaudioside M composition can be prepared by heating a mixture of a rebaudioside M composition and water and then cooling the mixture.

Problems solved by technology

However, crystalline rebaudioside M has poor aqueous solubility and dissolution qualities in beverage formulations.

Method used

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  • Compositions and Methods for Improving Rebaudioside M Solubility
  • Compositions and Methods for Improving Rebaudioside M Solubility
  • Compositions and Methods for Improving Rebaudioside M Solubility

Examples

Experimental program
Comparison scheme
Effect test

example 2

l Elucidation of Rebaudioside M

[0643]HRMS: HRMS (High Resolution Mass Spectrum) data was generated with a Waters Premier Quadrupole Time-of-Flight (Q-TOF) mass spectrometer equipped with an electrospray ionization source operated in the positive-ion mode. Samples were diluted and eluted with a gradient of 2:2:1 methanol:acetonitrile:water and introduced 50 μL via infusion using the onboard syringe pump

[0644]NMR: The sample was dissolved in deuterated pyridine (C5D5N) and NMR spectra were acquired on Varian Unity Plus 600 MHz instruments using standard pulse sequences. The chemical shifts are given in δ (ppm), and coupling constants are reported in Hz.

[0645]The complete 1H and 13C NMR spectral assignments for the diterpene glycoside rebaudioside M determined on the basis of 1D (1H and 13C) and 2D (COSY, HMQC and HMBC) NMR as well as high resolution mass spectroscopic data:

[0646]Discussion

[0647]The molecular formula was deduced as C56H90O33 on the basis of its positive high resolution...

example 3

on of Disordered Crystalline Rebaudioside M Composition

[0653]A 100 g sample containing rebaudioside D (11.7%), rebaudioside M (84.2%), rebaudioside A (1.8%), stevioside (0.1%), rebaudioside B (1.2%) (referred to herein as “RebM80”)—all percentages being on a percent dry weight basis—and having water solubility of 0.1% (determined visually at room temperature with stirring for 5 minutes), was mixed with 900 g of water and incubated in airtight pressure vessel placed in a thermostatted oil bath. The temperature was increased at 2° C. per minute to 121° C. The mixture was maintained at 121° C. for 10 minutes and then the temperature was decreased to 100° C. at 2° C. per minute to give a concentrated solution of RebM80.

[0654]1,000 g of the concentrated solution was constantly maintained at 100° C. while being fed via insulated piping to YC-015 laboratory spray drier (Shanghai Pilotech Instrument & Equipment Co. Ltd., China) operating at 175° C. inlet and 100° C. outlet temperature. 98 g...

example 4

on of Spray-Dried Rebaudioside M Compositions

[0675]A 10 g sample of RebM80 having water solubility of 0.1% was mixed with 200 mL of water in an open flask and placed in oil bath. The mixture was heated to 100° C. over 1˜2 h to give a concentrated solution of rebaudioside M.

[0676]About 200 g of the concentrated solution was constantly maintained at ˜90-100° C. while being fed via insulated piping to Mini-spray drier ADL310 (YAMATO) operating at ˜140° C. inlet and ˜80° C. outlet temperature. 8 g (80% yield) of disordered crystalline product was obtained.

[0677]The blends in Table 4 were prepared using a similar procedure, varying in the addition of SG95RA50 or NSF-02 and the amount of water used. SG95RA50 was obtained from Cargill. NSF-02 was obtained from Pure Circle.

TABLE 4Experi-WaterWatermentSampleAmounts(mL)Yield g (%)Content4aRebM80 / 33.25 g700  26 g (74%)3.52%SG95RA50RebM80,1.75 gSG95RA504bRebM80 / 31.5 g70028.3 g (81%)5.82%SG95RA50RebM80,3.5 gSG95RA504cRebM80 / 31.5 g70029.1 g (83%)...

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Abstract

Rebaudioside M compositions with improved aqueous solubility and methods for preparing the same are provided herein. The rebaudioside M compositions include (i) disordered crystalline compositions comprising rebaudioside M and rebaudioside D, (ii) spray-dried compositions comprising rebaudioside M, rebaudioside D and steviol glycoside mixtures and / or rebaudioside B and / or NSF-02, (iii) spray-dried compositions comprising rebaudioside M, rebaudioside D and at least one surfactant, polymer, saponin, carbohydrate, polyol, preservative or a combination thereof. Sweetened compositions, such a beverages, containing the rebaudioside M compositions with improved water solubility are also provided herein.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application claims priority under 35 U.S.C. §119 to U.S. Provisional Patent Application No. 61 / 845,817, filed Jul. 12, 2013. The contents of the above-referenced priority document is hereby fully incorporated herein by reference.FIELD OF THE INVENTION[0002]The present invention relates generally to compositions containing rebaudioside M and rebaudioside D with improved aqueous solubility and methods of preparing the same. The compositions provided herein exhibit improved aqueous solubility over known forms and compositions. The present invention also relates to sweetened compositions, e.g. beverages, comprising the compositions with improved water solubility in addition to methods for preparing such sweetened compositions.BACKGROUND OF THE INVENTION[0003]Stevia is the common name for Stevia rebaudiana (Bertoni), a perennial shrub of the Asteracae (Compositae) family native to Brazil and Paraguay. Stevia leaves, the aqueous extract of...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A23L27/30A23L2/60
CPCA23L27/36A23V2002/00A23L2/60A23L27/30
Inventor PRAKASH, INDRAMA, GILMARKOSYAN, AVETIKCHEN, YOULUNG
Owner PURECIRCLE SDN BHD
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