Use of organic acid esters in dietary fat
AssigneeRaisio Benecol Ltd.
InventorsHannu Mikkonen, Elina Heikkilä, Erkki Anttila, Anneli Lindeman
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Abstract
The invention concerns dietary fat compositions that contain the hydroxy acid or dicarboxylic acid or amino acid esters of a phytosterol and/or phytostanol, or the mixed esters formed with the alcohols, polyols or polyol (C2 . . . C22)-fatty acid esters of dicarboxylic acids or hydroxy acids, or the (C2 . . . C22)-fatty acid esters of hydroxy acids.
Claims29
A phytostanol poly(hydroxy alkanoate), poly(L-lactic acid), or amino acid ester, salts of said acids, mixed esters of dicarboxylic acids with polyols or polyol (C2-C22) fatty acid esters, mixed esters of hydroxy acids with alcohols or polyols or polyol (C2-C22) fatty acid esters or (C2-C22) fatty acid esters of said hydroxy acids.
A phytostanol dicarboxylic acid hemiester, hydroxy acid, oligo- or polyester, or α-amino acid ester.
A phytostanol ester formed with succinic acid, glutaric acid, ketoglutaric acid, tartaric acid, malic acid, citric acid, lactic acid or 3(R)-hydroxy-butyric acid, a phytostanol ester formed with an amino acid derivable from a protein, or a phytostanol ester formed with a derivative of these acids.
A dicarboxylic acid derivative of a phytostanol with the formula
- S—O2CRCO2Y (I)
- S=phytostanol
- R=C2-C6 carbon chain
- Y=H or —C2H5
- or formula I, in which
- Y1=H or C2H5
- or formula I, in which
- Y2=H or C2H5and
- R1=C2-C6 alkyl
- or a formula I, in which
- Y3=H or C2H5.
An amino acid derivative of a phytosterol or phytostanol, with the formula:
- S=phytosterol or phytostanol
- R=H or the structure appearing in natural L-amino acids.
A citric acid derivative of a phytosterol or phytostanol, with the formula
- S=phytosterol or phytostanol;
- R1=R2=H and R3=C2-C22 carboxyl acid residue
- or
- R1=R2=—C2H5 and R3=H
- or
- R1=R2=—C2H5 and R3=C2-C22 carboxyl acid residue
- or
- R1=R2=—CH2CHOHCH2OH and R3=H
- or
- R1=R2=—CH2CHOHCH2OH and R3=OCCH3.
A tartaric acid derivative of a phytosterol or a phytostanol, with the formula:
- S—O2CCH(OR1)CH(OR2)CO2Y (VII)
- S=phytosterol and/or phytostanol
- R1=R2=H and Y=C2H5
- or
- R1=R2=acyl C2-C22 and Y=H
- or
- R1=R2=acyl C2-C22 and Y=C2H5.
A 3(R)-hydroxy butyric acid ester of phytosterol and/or phytostanol or its derivative or salt.
A method of preparing phytostanol derivatives comprising:
- preparing a phytosterol ester by esterification of a phytosterol with phytosterol hydroxy acid, keto acid, dicarboxylic acid or amino acid ester;
- hydrogenating said phytosterol ester in a concentrated ethanol or acetic acid solution to form a hydrogenation solution containing phytostanol derivatives.
A dietary fat composition comprising:
- one or more of compounds selected from the group consisting of a phytosterol hydroxy acid or amino acid ester, a salt of said acids, a mixed ester of dicarboxylic acids with alcohols, polyols or polyol (C2-C22)fatty acid esters, a mixed ester of said hydroxy acids with alcohols, polyols or polyol (C2-C22)fatty acid esters, and a (C2-C22)fatty acid ester of said hydroxy acids;
- and
- dietary fat.
A dietary fat composition comprising:
- one or more of compounds selected from the group consisting of a phytostanol hydroxy acid, dicarboxylic acid or amino acid ester, a salt of said acids, a mixed ester of said dicarboxylic acids with alcohols, polyols or polyol (C2-C22)fatty acid esters, a mixed ester of said hydroxy acids with alcohols, polyols or polyol (C2-C22)fatty acid esters, and a (C2-C22)fatty acid ester of said hydroxy acids;
- and
- dietary fat.
A dietary fat composition comprising:
- one or more of compounds selected from the group consisting of a β-sitosterol and/or β-sitostanol dicarboxylic acid hemiester, hydroxy acid ester, oligo- or polyester, hydroxy acid mixed ester, dicarboxylic acid mixed ester, and α-amino acid ester;
- and
- dietary fat.
A dietary fat composition comprising:
- one or more of compounds selected from the group consisting of a phytosterol and/or phytostanol ester formed with succinic acid, glutaric acid, malic acid, tartaric acid, citric acid, lactic acid or 3(R)-hydroxy-butyric acid, phytosterol and/or phytostanol ester with an amino acid derivable from a protein, and phytosterol and/or phytostanol ester formed with a derivative of these acids;
- and
- dietary fat.
Dependencies are inferred from the claim text.