Dipeptide sweetener-metal complexes

Claim 2

A dipeptide sweetener-metal complex of the formula: ##STR4## wherein the stereochemical configuration is: DL-DL, DL-L, L-DL or L L wherein R is: (a) alkyl of from one to six carbon atoms; (b) alkylaryl, the alkyl portion of from one to six carbon atoms, inclusive, the aryl portion of from six to ten carbon atoms, inclusive; or (c) cycloalkyl of from three to seven carbon atoms, inclusive; wherein R 1 is: (a) alkyl of one to six carbon atoms, inclusive; (b) a saturated, unsaturated, or partially saturated six carbon ring, which may be optionally substituted by R 2 ; wherein R 2 is: (a) hydroxy; (b) alkoxy of one to six carbon atoms, inclusive; (c) alkyl of one to six carbon atoms, inclusive; (d) halogen; or (e) --S(O) f (CH 2 ) k (CH 3 ) wherein f is 0, 1 or 2; wherein k is an integer of from 0 to 5, with the proviso that n is 1 or 2; wherein n is an integer of from zero to 5 wherein m and t are integers of from one to three either the same or different; wherein p is the M m+ /dipeptide sweetener ratio which may be from 0.1 to 3; wherein s is the ratio of Q t- to the dipeptide sweetener and wherein p×m=s×t; wherein M m+ is a pharmacologically acceptable Metal ion or a combination of pharmacologically acceptable Metal ions; wherein Q t- is a pharmacologically acceptable anion, or a combination of pharmacologically acceptable anions; wherein the dipeptide sweetener-metal complex may either by hydrated or unhydrated.

Claim 3

A complex according to claim 1 wherein M m+ is a combination of pharmacologically acceptable Metal ions.

Claim 4

APM-Ca ++ Zn ++ mixed ion complex, according to claim 2.

Claim 5

A complex according to claim 1 wherein M m+ is pharmacologically acceptable Metal ion.

Claim 6

A complex according to claim 4 wherein Q is Cl.

Claim 7

A complex according to claim 5 wherein the dipeptide sweetener portion of the complex is APM.

Claim 8

APM-Ca ++ complex, according to claim 6.

Claim 9

APM-Fe +++ complex, according to claim 6.

Claim 10

APM-Mg ++ complex, according to claim 6.

Claim 11

APM-Al +++ complex, according to claim 6.

Claim 12

APM-Zn ++ complex, according to claim 6.

Claim 13

A composition consisting of a dipeptide sweetener-metal complex of claim 1 and 0.5% to 10% of a pharmacologically acceptable strong chelating agent.

Claim 14

A composition according to claim 12 wherein the chelating agent is from 5% to 10% of the weight of the dipeptide sweetener-metal complex.

Claim 15

A composition according to claim 13 wherein the chelating agent is EDTA disodium salt.

Claim 16

A liquid low-calorie sweetener composition comprising a dipeptide sweetener-metal complex of the formula: ##STR5## wherein the stereochemical configuration is: DL-DL, DL-L, L-DL or L-L wherein R is: (a) alkyl of from one to six carbon atoms; (b) alkylaryl, the alkyl portion of from one to six carbon atoms, inclusive, the aryl portion of from six to ten carbon atoms, inclusive; or (c) cycloalkyl of from three to seven carbon atoms, inclusive; wherein R 1 is: (a) alkyl of one to six carbon atoms, inclusive; or (b) a saturated, unsaturated, or partially saturated 6 carbon ring, which may be optionally substituted by R 2 ; wherein R 2 is: (a) hydroxy; (b) alkoxy of one to six carbon atoms, inclusive; (c) alkyl of one to six carbon atoms, inclusive; (d) halogen; or (e) --S(O) f (CH 2 ) k (CH 3 ) wherein f is 0, 1 or 2; wherein p is an integer of from 0 to 5, with the proviso that n is 1 or 2; wherein n is an integer of from zero to five; wherein m and t are integers of from one to three; wherein p is the M m+ /sweetener ratio which may be from 0.1 to 3; wherein s is the ratio of Q t- to the dipeptide sweetener and wherein p×m=s×t; wherein M m+ is a pharmacologically acceptable Metal ion or a combination of pharmacologically acceptable Metal ions; wherein Q t- is a pharmacologically acceptable anion or a combination of pharmacologically acceptable anions; wherein the dipeptide sweetener-metal complex may either be hydrated or unhydrated; and wherein the dipeptide sweetener-metal complex is dissolved in a consumable solvent or combination of solvents in a concentration up to about 40% to make a high concentration liquid low-calorie sweetener.

Claim 17

A liquid low-calorie sweetener composition comprising a dipeptide sweetener-metal complex of the formula: ##STR5## wherein the stereochemical configuration is: DL-DL, DL-L, L-DL or L-L wherein R is: (a) alkyl of from one to six carbon atoms; (b) alkylaryl, the alkyl portion of from one to six carbon atoms, inclusive, the aryl portion of from six to ten carbon atoms, inclusive; or (c) cycloalkyl of from three to seven carbon atoms, inclusive; wherein R 1 is: (a) alkyl of one to six carbon atoms, inclusive; or (b) a saturated, unsaturated, or partially saturated 6 carbon ring, which may be optionally substituted by R 2 ; wherein R 2 is: (a) hydroxy; (b) alkoxy of one to six carbon atoms, inclusive; (c) alkyl of one to six carbon atoms, inclusive; (d) halogen; or (e) --S(O) f (CH 2 ) k (CH 3 ) wherein f is 0, 1 or 2; wherein p is an integer of from 0 to 5, with the proviso that n is 1 or 2; wherein n is an integer of from zero to five; wherein m and t are integers of from one to three; wherein p is the M m+ /sweetener ratio which may be from 0.1 to 3; wherein s is the ratio of Q t- to the dipeptide sweetener and wherein p×m=s×t; wherein M m+ is a pharmacologically acceptable Metal ion or a combination of pharmacologically acceptable Metal ions; wherein Q t- is a pharmacologically acceptable anion or a combination of pharmacologically acceptable anions; wherein the dipeptide sweetener-metal complex may either be hydrated or unhydrated; and wherein the dipeptide sweetener-metal complex is dissolved in a consumable solvent or combination of solvents in a concentration up to about 40% to make a high concentration liquid low-calorie sweetener.

Claim 18

A liquid low-calorie sweetener, according to claim 15 wherein the solvent is ethanol.

Claim 19

A liquid low-calorie sweetener of claim 16 wherein the dipeptide sweetener portion of the complex is APM.

Claim 20

A high concentration ethanolic solution of APM-Mg ++ complex, a composition according to claim 17.

Claim 21

A high concentration ethanolic solution of APM-Fe +++ complex, a compound according to claim 17.

Claim 22

A high concentration ethanolic solution of APM-Al +++ complex, a compound according to claim 17.

Claim 23

A liquid low-calorie sweetener, according to claim 15 wherein the solvent is water.