Food or edible material: processes – compositions – and products – Products per se – or processes of preparing or treating... – Noncarbohydrate sweetener or composition containing same
Patent
1987-03-27
1988-11-29
Shippen, Michael L.
Food or edible material: processes, compositions, and products
Products per se, or processes of preparing or treating...
Noncarbohydrate sweetener or composition containing same
560118, C07K 506, A23L 1236
Patent
active
047880694
ABSTRACT:
The present invention relates to L-aspartyl-3-(bicycloalkyl)-L-alanine alkyl esters having high sweetness intensity, of the formula: ##STR1## wherein R.sup.1 is a substituted or an unsubstituted bicycloalkyl ring, said ring having 7 to 8 carbon atoms, the 2-position ring carbon atom is bound to the alamine moiety, the two carbon atoms of the ring that are vicinal to the 2-position carbon are each substituted by a hydrogen or lower alkyl, the total number of alkyl groups bound to the vicinal carbons is less than three, and R.sup.2 is methyl. The "2R" configuration enantiomers of the R.sup.1 group are especially preferred. In preferred embodiments of the invention, R.sup.1 is a bornyl, camphanyl, norbornyl, 1-methylnorbornyl, 3-methylnorbornyl, 7,7-dimethylnorbornyl, bicyclo [2.2.2] octyl, or pinanyl ring. The compounds of the invention, or edible salts thereof, can be used for sweetening edible products such as foods and beverages.
REFERENCES:
patent: 3907766 (1975-09-01), Fujino et al.
patent: 3959245 (1976-05-01), Nakajima et al.
patent: 3978034 (1976-08-01), Sheehan et al.
patent: 4571308 (1986-02-01), Zanno et al.
patent: 4572799 (1986-02-01), Zanno et al.
patent: 4603012 (1986-07-01), Zanno et al.
patent: 4622232 (1986-11-01), Zanno et al.
patent: 4622417 (1986-11-01), Barnett et al.
patent: 4622418 (1986-11-01), Barnett et al.
patent: 4626442 (1986-12-01), Zanno et al.
patent: 4633006 (1986-12-01), Barnett et al.
patent: 4634792 (1987-01-01), Zanno et al.
patent: 4636396 (1987-01-01), Zanno et al.
patent: 4638071 (1987-01-01), Barnett et al.
Mazur et al., U.S. "Structure-Taste Relationships of Some Dipeptides," J. American Chem. Soc., 91(10):2684-2691 (1969).
Iwamura, "Structure-Sweetness Relationshps of L-Aspartyl Dipeptide Analogues, A Receptor Site Topology," J. Med. Chem., 24:572-583 (1981).
Brussel et al., "Structure-Taste Relationship of Some Sweet-Tasting Dipeptide Esters," Z. Lebensmittel Unters.-Forsch., 159:337-343 (Bergmann, Munich, 1975).
Miyashita et al., "Structure-Taste Correlation of L Asaprtyl Dipeptides Using SIMCA Method," J. Med. Chem., 29:906-912 (1986).
Tsang et al., "Peptide Sweeteners 6, Structural Studies on the C-Terminal Amino Acid of L-Aspartyl Dipeptide Sweeteners," J. Med. Chem., 27:1663-1668 (1984).
Mazur et al., "Synthetic Sweeteners, 3-Aspartyl Dipeptide Esters from 1- and D-Alkylglycines," J. Med. Chem., 16(11):1284-1287 (1973).
Grosch et al., "Sussstoffe-struktur und Geschmack," Naturwissenschafte, 64(6):335-336 (Springer-Verlag, 1977).
Liu et al., "The Relationship Between the Structure and Sweetness of Aspartic Acid Depeptides," Sino-Amer. Symp. Chem. Nat. Prod. Proc. Beijing, 1980 (Science Press, 1982), pp. 254-256.
Fujino et al., "Structure-Taste Relationships of L--Aspartyl-Aminoalonic Acid Diesters," Chem. Pharm. Bul., 24(9):2112-2117 (1976).
Fujino et al., "L-Aspartyl-Aminoalonic Diesters," Die Naturwissenschaffen, Heft 7, S.351 (Springer-Verlag, 1973).
Iacobucci Guillermo A.
King, III James G.
Sweeney James G.
Shippen Michael L.
The Coca-Cola Company
LandOfFree
Intensely sweet L-aspartyl-3-(bicycloalkyl)-L-alanine alkyl este does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Intensely sweet L-aspartyl-3-(bicycloalkyl)-L-alanine alkyl este, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Intensely sweet L-aspartyl-3-(bicycloalkyl)-L-alanine alkyl este will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-362751