Aspartame and Its Analogues

Павлова, Л. А.; Komarova, T.V.; Davidovich, Yurii A; Рогожин, С. В.

doi:10.1070/rc1981v050n04abeh002602

Cited by 12 publications

(6 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among the compounds of our glycine, D-alanine, and D,L-serine series, there are quite a number of them having sweetnesses from 1 to 20 times that of aspartame. Nevertheless, a high sweetness potency (inter alia) is not the sole requirement of an ideal sweetener, in conformity with Newman's rule of H-6 number and our C9 rule, compounds of high sweetness potency prepared in our work are all of high stabilities and indifferent to microorganisms or any known genetic diseases (Pavlova et al, 1981).…”

Section: Discussionsupporting

confidence: 74%

See 1 more Smart Citation

In the pursuit of a better sweetener

Guang-Zhi¹,

Chen²,

He³

et al. 1991

J. Agric. Food Chem.

View full text Add to dashboard Cite

Dipeptide sweeteners of the AspNHCH(R*)COR type, where R' = H, Me, CHzOH, and COzMe and R = OR2or NHR2 with R2 G Cloatoms, i.e.,alkyl, aryl, heterocyclic, bi-or tricyclic group, were synthesized to remedy the well-known shortcomings of aspartame. For the design of these sweeteners, the classic theory of Cohn-Oertly-Myers, Ariyoshi's rule of steric size difference, Newman's rule of H-6 number as well as our Cg rule and a model of induced fitting of multiple-point attachment with the sweet receptor were employed. On the basis of our results as well as those of others, qualitative and semiquantitative structure-activity relationships were discussed according to the current concepts of polarsteric-hydrophobic factor analyses for the pursuit of an ideal high sweetness potency dipeptide sweetener. Compounds of high sweetness potency prepared in this work are all of high stabilities and indifferent to microorganisms or any known genetic diseases.

show abstract

Section: Discussionsupporting

confidence: 74%

“…Nevertheless, a high sweetness potency (inter alia) is not the sole requirement of an ideal sweetener. in conformity with Newman's rule of H-6 number and our CS rule, compounds of high sweetness potency prepared in our work are all of high stabilities and indifferent to microorganisms or any known genetic diseases (Pavlova et al, 1981).…”

Section: Discussionmentioning

confidence: 77%

In the pursuit of a better sweetener

Guang-Zhi¹,

Chen²,

He³

et al. 1991

J. Agric. Food Chem.

View full text Add to dashboard Cite

show abstract

“…He accidentally and unknowingly spilled some on his hand. Later on, he licked his finger while getting a piece of paper, and noticed the sweet taste 29 . He decided to test the compound in coffee and confirmed the identity of the chemical with the sweet taste.…”

Section: Aspartamementioning

confidence: 99%

Role of Serendipity in Drug Discovery

Siddiqui¹,

Sharma²,

Sharma³

et al. 2010

Journal of Pharmaceutical Research

View full text Add to dashboard Cite

Serendipity, in various shades of semantic legitimacy, is abundantly evident in history of drug discovery. In the present era, although new concept of rational drug design has been introduced even then, lots of drugs have arisen, and continue to arise, from chance observation and correct scientific methods. Chance does not produce drugs; but where chances have played a pivotal role in drug discovery, the event may be considered as serendipitous.

show abstract

“…Since aspartame ( 1 ) having AH-B and X sites was found in 1969 ( , ), many l -aspartyl dipeptides have been synthesized ( − ). In particular, the sweetness of the l -aspartyl- d , l -aminomalonic methyl fenchyl diester ( 2 ), which was found by Fujino and co-workers (), is 30000 times more potent than sucrose.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Sweetness Characteristics of l-Aspartyl-d-Alanine Fenchyl Esters

Yuasa

Nagakura

Tsuruta

2001

J. Agric. Food Chem.

View full text Add to dashboard Cite

Four isomers of the L-aspartyl-D-alanine fenchyl esters were prepared as potential peptide sweeteners. L-Aspartyl-D-alanine (+)-alpha-fenchyl ester and L-aspartyl-D-alanine (-)-beta-fenchyl ester showed sweetness with potencies 250 and 160 times higher than that of sucrose, respectively. In contrast, L-aspartyl-D-alanine (+)-beta-fenchyl ester and L-aspartyl-D-alanine (-)-alpha-fenchyl ester had the highest sweetness potencies at 5700 and 1100 times that of sucrose, respectively. In particular, L-aspartyl-D-alanine (-)-alpha-fenchyl ester had an excellent sweetness quality; but L-aspartyl-D-alanine (+)-beta-fenchyl ester did not have an excellent quality of sweetness because it displayed an aftertaste caused by the strong sweetness.

show abstract

Aspartame and Its Analogues

Cited by 12 publications

References 4 publications

In the pursuit of a better sweetener

In the pursuit of a better sweetener

Role of Serendipity in Drug Discovery

Synthesis and Sweetness Characteristics of l-Aspartyl-d-Alanine Fenchyl Esters

Contact Info

Product

Resources

About