US 11,944,112 B2
Stabilized steviol glycoside malonic acid esters
Dan S. Gaspard, Victoria, MN (US); and Adam T. Zarth, St. Louis Park, MN (US)
Assigned to CARGILL, INCORPORATED, Wayzata, MN (US)
Filed by CARGILL, INCORPORATED, Wayzata, MN (US)
Filed on Aug. 31, 2022, as Appl. No. 17/823,790.
Application 17/823,790 is a continuation of application No. PCT/US2021/028154, filed on Apr. 20, 2021.
Claims priority of provisional application 63/012,591, filed on Apr. 20, 2020.
Prior Publication US 2023/0000124 A1, Jan. 5, 2023
Int. Cl. A23L 27/30 (2016.01); A23L 2/60 (2006.01); A23L 2/68 (2006.01)
CPC A23L 27/36 (2016.08) [A23L 2/60 (2013.01); A23L 2/68 (2013.01)] 24 Claims
 
1. A composition comprising:
one or more steviol glycoside malonic acid esters (SGMAs) or salts thereof; and
a stabilizer comprising one or more caffeoyl-substituted quinic acids or salts thereof;
wherein the composition is a beverage or beverage concentrate having a pH of 1.7 to 4; and
wherein the SGMA or salt thereof has the structure:

OG Complex Work Unit Chemistry
or a salt thereof;
wherein
at each occurrence R1 is independently chosen from —H, and a glycosidically-bonded primary sugar,
at each occurrence the primary sugar is independently chosen from glucose, xylose, and rhamnose, and at each occurrence the primary sugar independently optionally comprises a secondary sugar glycosidically-bonded to the primary sugar, a malonic acid ester or a salt thereof bonded to the primary sugar, or a combination thereof,
at each occurrence the secondary sugar, if present, is independently chosen from glucose, xylose, and rhamnose, and at each occurrence the secondary sugar independently optionally comprises a tertiary sugar glycosidically-bonded to the secondary sugar, a malonic acid ester or a salt thereof bonded to the secondary sugar, or a combination thereof,
at each occurrence the tertiary sugar, if present, is independently chosen from glucose, xylose, and rhamnose, and at each occurrence the tertiary sugar independently optionally comprises a malonic acid ester or a salt thereof bonded to the tertiary sugar, and
the SGMA comprises at least one of the primary sugars and at least one of the malonic acid ester groups or a salt thereof on one or more of the primary, secondary, and tertiary sugars.