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US 8,088,426 B2Granted
Kokumi flavour compounds and use
OwnerThomas Frank Hofmann, Andreas Dunkelinventors
Life of this patent
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Abstract
The invention relates to compounds of formula (I) that provide a kokumi flavor to consumables and flavor compositions, and to consumables and flavor compositions comprising such compounds. Enzymatic methods to prepare the compounds are provided.
Claims19
A flavourant compound according to the formula (I), or a salt thereof,
- wherein:
- R1 is a residue selected from —CH2—;
- —CH2CH2— or —CH2CH2CH2—;
- R2 is a residue selected from —OH, —C1-C5 linear or branched alkoxy residue including —O—CH3, —O—CH2—CH3, —O—CH2CH2CH3, —O—CH(CH3)CH3, —O—CH2CH(CH3)2, —O—CH2CH(CH3)(CH2CH3), and —O—CH2CH2CH(CH3)2 and the residue of an amino acid selected from the group consisting of α-Ala, α-Gly, α-Val, α-Leu, α-Ile, α-Met, α-Pro, α-Phe, α-Trp, α-Ser, α-Thr, α-Asn, α-Gln, α-Tyr, α-Cys, α-Lys, α-Arg, α-His, α-Asp, α-Glu, β-Ala, and gamma amino butyric acid (GABA), and an uncommon amino acid including 4-hydroxyprolin, ε-N,N,N-trimethyllysine, 3-methylhistindine, 5-hydroxylysine, O-phosphoserine, gamma-carboxyglutamate, ε-N-acetyllysine, ω-N-methylarginine, N-acetylserine, N,N,N-trimethylalanine, N-formylmethionine;
- R3 is a residue selected from the group of a residue of γ-Glu (—CO—CH2—CH2CH(NH2)COOH), and β-Asp (—CO—CH2—CH(NH2)—COOH);
- X is a residue selected from —S— or —O—;
- and
- Y is a residue selected from:
- —CH2—, —CH2CH2—, CH2CH2CH2—, —CH(COOR4)—, —C(COO R4)2—, —C(CH2COO R4)2—, —C(CH2COO R4)(COO R4)—, —C(CH(COO R4)2)(COO R4)—, —CH(CH2COO R4)—, —CH(CH2CH2COO R4)—, —CH(CH2CH2CH2COO R4)—, —CH(CH(COO R4)2)—, —CH(CH(COO R4)CH(COO R4)2)—, —CH(CH2CH(COO R4)2)—, —CH(CH(COO R4)CH2COO R4)—, —CH2—CH(COO R4)—, —CH2—C(COO R4)2—, —CH2—C(CH2COO R4)2—, —CH2—C(CH2COO R4)(COO R4)—, —CH2—C(CH(COO R4)2)(COO R4)—, —CH2—CH(CH2COO R4)—, —CH2—CH(CH2CH2COO R4)—, —CH2—CH(CH2CH2CH2COO R4)—, —CH2—CH(CH(COO R4)2)—, —CH2—CH(CH(COO R4)CH(COO R4)2)—, —CH2—CH(CH2CH(COO R4)2)—, —CH2—CH(CH(COO R4)CH2COO R4)—, —CH(COO R4)—CH2—, —C(COO R4)2—CH2—, —C(CH2COO R4)2—CH2—, —C(CH2COO R4)(COO R4)—CH2—, —C(CH(COO R4)2)(COO R4)—CH2—, —CH(CH2COO R4)—CH2—, —CH(CH2CH2COO R4)—CH2—, —CH(CH2CH2CH2COO R4)—CH2—, —CH(CH(COO R4)2)—CH2—, —CH(CH(COO R4)CH(COO R4)2)—CH2—, —CH(CH2CH(COO R4)2)—CH2—, —CH(CH(COO R4)CH2COO R4)—CH2—;
- and
- R4 is a residue selected from a C1-C5 linear or branched alkyl residue including —CH3, —CH2—CH3, —CH2CH2CH3, —CH(CH3)CH3, —CH2CH(CH3)2, —CH2CH(CH3)(CH2CH3), and —CH2CH2CH(CH3)2,
- and wherein, when more than two R4 residues are present, at least one R4 residue is a C1-C5 linear or branched alkyl residue and of the remaining R4 residues, one or more may be H,
- and wherein, when one of the R4 residues is a propyl, butyl or pentyl residue, then the other R4 residues are selected from methyl or ethyl or H.
10 more elements
Dependencies are inferred from the claim text.