Journal ArticleDOI
Limonin Monolactone, the Nonbitter Precursor Responsible for Delayed Bitterness in Certain Citrus Juices
V. P. Maier,G. D. Beverly +1 more
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TLDR
In this paper, a nonbitter triterpenoid dilactone was identified as limonin monolactone in the tissues of navel oranges and grapefruit.Abstract:
SUMMARY– Tissues of early-season navel oranges and grapefruit were found by paper electrophoretic procedures to contain a nonbitter precursor of limonin, but no significant amounts of limonin. Limonin is the intensely bitter triterpenoid dilactone responsible for the bitterness which develops in certain navel orange juices on standing. The nonbitter precursor was identified as limonin monolactone by comparison with the authentic compound prepared by partial hydrolysis of limonin and by acid-catalyzed conversion into limonin. Limonin monolactone is stable in the tissues of the intact fruit (which are not bitter) because it is apparently not in direct contact with the acidic juice. It is slowly converted into limonin (and the juice becomes bitter) when the fruit tissues come in contact with the juice, after the juice is expressed from the fruit. Limonin monolactone was not detected in late-season navel oranges or grapefruit. This agrees with the fact that juice made from these fruits does not contain limonin. Work is in progress to determine whether the naturally occurring limonin monolactone is the A-ring monolactone, the D-ring monolactone, or a mixture of the two.read more
Citations
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Microbial and biochemical spoilage of foods: an overview
TL;DR: The main mechanisms involved in the loss of food quality for the most important food commodities and the identification of specific microorganisms in relation to food composition are described.
Journal ArticleDOI
Biological activity of limonoids from the rutales
TL;DR: This review summarizes the literature on the biological activities of limonoid of known structure, and attempts to relate those activities to current concepts of the evolution of the limonoids.
Journal ArticleDOI
Citrus fruit bitter flavors: isolation and functional characterization of the gene Cm1,2RhaT encoding a 1,2 rhamnosyltransferase, a key enzyme in the biosynthesis of the bitter flavonoids of citrus
Ahuva Frydman,Oori Weisshaus,Maor Bar-Peled,David V. Huhman,Lloyd W. Sumner,Francisco R. Marín,Efraim Lewinsohn,Robert Fluhr,Jonathan Gressel,Yoram Eyal +9 more
TL;DR: In this paper, the authors report on the isolation and functional characterization of the gene Cm1,2RhaT from pummelo which encodes a citrus 1,2 RhaT.
Journal ArticleDOI
Effect of some citrus juice constituents on taste thresholds for limonin and naringin bitterness
TL;DR: In this paper, a panel of 20 to 27 screened judges was used to determine the threshold of pure limonin and naringin in distilled water, sucrose solutions, citric acid solutions adjusted to various pH values and in citrus juice model systems.
Journal ArticleDOI
An overview on chemical aspects and potential health benefits of limonoids and their derivatives.
TL;DR: The aim of this review article is to discuss the recent developments on limonoids chemical aspects and biological activities with the relationship between structure and activity, supporting the new possibilities for the medicinal and/or nutraceutical use of these compounds.
References
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Journal ArticleDOI
The constitution of limonin
D. Arigoni,D. H. R. Barton,E. J. Corey,O. Jeger,L. Caglioti,Sukh Dev,P. G. Ferrini,E. R. Glazier,A. Melera,S. K. Pradhan,K. Schaffner,S. Sternhell,J. F. Templeton,S. Tobinaga +13 more
Journal ArticleDOI
Citrus Bitter Principles. III. Isolation of Deacetylnomilin and Deoxylimonin
Journal ArticleDOI
Citrus bitter principles—III
TL;DR: The NMR spectra of limonin, its congeners, and some of their derivatives are discussed in this paper, where the results confirm the structures assigned to citrolin, limonexic acid, and many other degradation products of Limonin.