Amino acid derivatives and their use as flavor modifiers
AssigneeFirmenich SA
InventorsCi XU, Dan-Ting YIN, Xian-Wen GAN
Life of this patent
Estimating the term…
Abstract
The present invention provides derivatives of glutamine of formula (I) and derivatives of arginine of formula (II), and the use of such compounds as flavor modifiers. The invention further provides the use of such derivatives of glutamine and arginine to enhance the salty and umami taste of ingestible compositions as ingestible compositions that include such derivatives of glutamine and arginine and bulking agents.
Claims14
A method of enhancing a salty taste or an umami taste of an ingestible composition, comprising introducing a flavor-modifying compound to the ingestible composition, wherein the flavor-modifying compound is a compound of formula (I):
- or a salt thereof, wherein:
- RA is a moiety of the formula
- or
- RA is a moiety of the formula
- R1 and R2 each independently are a hydrogen atom, C1-6 alkyl, or C2-6 alkenyl;
- R3 is a hydrogen atom, a —(CH2)m—OH moiety, a —(CH2)n—C(═O)OH moiety;
- R4 and R5 are independently a hydrogen atom, an —OH moiety, or an —O—Rx moiety, or R4 and R5 may optionally combine when attached to adjacent carbon atoms to form a —O—(CH2)p—O— bivalent group;
- Rx is C1-6 alkyl;
- X1 is —(CH2)q—;
- m, n, and q are independently 0, 1, or 2;
- and
- p is 1 or 2.
A method of enhancing a salty taste or an umami taste of an ingestible composition, comprising introducing a flavor-modifying compound to the ingestible composition, wherein the flavor-modifying compound, wherein the flavor-modifying compound is a compound of formula (II):
- or a salt thereof, wherein:
- RB is a moiety of the formula
- or
- RB is a moiety of the formula
- R6 and R7 each independently are a hydrogen atom, C1-6 alkyl, or C2-6 alkenyl;
- R8 is a hydrogen atom, a —(CH2)v—OH moiety, a —(CH2)w—C(═O)OH moiety;
- R9 and R19 are independently a hydrogen atom, an —OH group, or an —O—Ry group, or R9 and R19 may optionally combine when attached to adjacent carbon atoms to form a —O—(CH2)y—O— bivalent group;
- Ry is C1-6 alkyl;
- X2 is —(CH2)z—;
- v, w, and z are independently 0, 1, or 2;
- and
- y is 1 or 2.
13-14. (canceled)
An ingestible composition comprising (a) a bulking agent and (b) a compound of formula (I):
- or a salt thereof, wherein:
- RA is a moiety of the formula
- or
- RA is a moiety of the formula
- R1 and R2 each independently are a hydrogen atom, C1-6 alkyl, or C2-6 alkenyl;
- R3 is a hydrogen atom, a —(CH2)m—OH moiety, a —(CH2)n—C(═O)OH moiety;
- R4 and R5 are independently a hydrogen atom, an —OH moiety, or an —O—Rx moiety, or R4 and R5 may optionally combine when attached to adjacent carbon atoms to form a —O—(CH2)p—O— bivalent group;
- Rx is C1-6 alkyl;
- X1 is —(CH2)g—;
- m, n, and q are independently 0, 1, or 2;
- and
- p is 1 or 2, or a compound of formula (II):
- or a salt thereof, wherein:
- RB is a moiety of the formula
- or
- RB is a moiety of the formula
- R6 and R7 each independently are a hydrogen atom, C1-6 alkyl, or C2-6 alkenyl;
- R8 is a hydrogen atom, a —(CH2)v—OH moiety, a —(CH2)w—C(═O)OH moiety;
- R9 and R10 are independently a hydrogen atom, an —OH group, or an —O—Ry group, or R9 and R10 may optionally combine when attached to adjacent carbon atoms to form a —O—(CH2)y—O— bivalent group;
- Ry is C1-6 alkyl;
- X2 is —(CH2)z—;
- v, w, and z are independently 0, 1, or 2;
- and
- y is 1 or 2.
Dependencies are inferred from the claim text.