Structure of a bitter peptide in casein hydrolyzate by bacterial proteinase

“…(170) H-Ser-Pro-Pro-Pro-Gly-OH (g = 2028). Shiba et al (1974) was interested in diketopiperazines, containing leucine or tryptophane as a component. The compounds are listed in the order of decreasing bitterness:…”

Section: Synthetic Bitter Peptidesmentioning

confidence: 99%

Bitter Peptides, Occurrence and Structure

Guigoz

Solms

1976

Chem Senses

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“…These tastant-induced aggregation responses were concentration dependent. Furthermore, the tastant concentrations needed to stimulate pigment aggregation were compatible with those needed to elicit taste sensation in humans and animals (11,33,35,36). For the four tastants, pigment aggregation appeared to show some saturation at high concentrations, although a typical sigmoidal concentration response was not apparent, probably because of the difficulties involved in introducing high concentrations of these amphipathic compounds.…”

Section: Discussionmentioning

confidence: 78%

Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and α₂-adrenergic receptors in Xenopus laevis melanophores

Zubare-Samuelov¹,

Peri²,

Tal³

et al. 2003

American Journal of Physiology-Cell Physiology

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Zubare-Samuelov, Meirav, Irena Peri, Michael Tal, Mark Tarshish, Andrew I. Spielman, and Michael Naim. Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and ␣ 2-adrenergic receptors in Xenopus laevis melanophores. Am J Physiol Cell Physiol 285: C1255-C1262, 2003. First published July 2, 2003 10.1152/ajpcell.00149.2003.-The sweeteners saccharin, D-tryptophan, and neohesperidin dihydrochalcone (NHD) and the bitter tastant cyclo(Leu-Trp) stimulated concentrationdependent pigment aggregation in a Xenopus laevis melanophore cell line similar to melatonin. Like melatonin, these tastants inhibited (by 45-92%) cAMP formation in melanophores; pertussis toxin pretreatment almost completely abolished the tastant-induced cAMP inhibition, suggesting the involvement of the inhibitory pathway (Gi) of adenylyl cyclase. The presence of luzindole (melatonin receptor antagonist) almost completely abolished the inhibition of cAMP formation induced by saccharin, D-tryptophan, and cyclo(Leu-Trp) but only slightly affected the inhibitory effect of NHD. In contrast, the presence of an ␣2-adrenergic receptor antagonist, yohimbine, almost completely abolished the inhibition of cAMP formation induced by NHD but had only a minor effect on that induced by the other tastants. Thus saccharin, D-tryptophan, and cyclo(Leu-Trp) are melatonin receptor agonists whereas NHD is an ␣2-adrenergic receptor agonist, but both pathways lead to the same transduction output and cellular response. Formation of D-myo-inositol 1,4,5-trisphosphate (IP3) in melanophores was reduced (15-58%, no concentration dependence) by saccharin, D-tryptophan, and cyclo(Leu-Trp) stimulation but increased by NHD stimulation. Tastant stimulation did not affect cGMP. Although some of the above tastants were found to be membrane permeant, their direct activation of downstream transduction components in this experimental system is questionable. MT1 and MT2 melatonin receptor mRNAs were identified in rat circumvallate papilla taste buds and nonsensory epithelium, suggesting the occurrence of MT1 and MT2 receptors in these tissues. Melatonin stimulation reduced the cellular content of cAMP in taste cells, which may or may not be related to taste sensation. pigment aggregation; adenosine 3Ј,5Ј-cyclic monophosphate; D-myo-inositol 1,4,5-trisphosphate; permeation THE NEWLY DISCOVERED G protein-coupled taste receptors (GPCRs; Refs. 4,7,20,21,27) are likely to play a major role in the exertion of sweet and bitter tastant taste stimulation. Proposed pathways for the downstream transduction of sweet taste include increases in cAMP (40, 41), and more recently cGMP (15), in response to stimulation by sugars and in D-myo-inositol 1,4,5-trisphosphate (IP 3 ) in response to nonsugar stimulation (2). Apparently, bitter taste transduction involves stimulation of the PLC-IP 3 pathway, a reduction in cAMP, and an increase in cGMP (32,34,38). Very recently (46), sweet, bitter, and amino acid tastes, but not sour and salty tastes, were proposed to be trans...

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“…Le peptide 39 est un peptide cyclique qui pourrait provenir de la séquence C-terminale de la caséine as1 (BPII). En effet, une étude plus poussée de cette molécule a permis à Shiba et Nunami (1974) de montrer qu'il s'agissait en fait d'une dicétopipérazine (16) ayant pour origine l'extrémité C-terminale de la caséine Us,.…”

Section: Identification De Peptides Amers Dans Les Hydrolysats De Casunclassified

Le goût des acides aminés, des peptides et des protéines : exemple de peptides sapides dans les hydrolysats de caséines

Roudot-Algaron¹

1996

Lait

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Résumé -Après quelques définitions et un bref rappel sur la physiologie du goût, cette revue s'attache à décrire les connaissances actuelles sur le goût des acides aminés et des peptides. En s'appuyant sur la théorie des cinq goûts (amer, sucré, salé, acide, umami), nous avons tenté de décrire dans chaque cas la relation structure-goût. Nous avons regroupé, sous forme de tableaux, les peptides développant une saveur en solution, ainsi que leurs seuils de détection. Le cas des hydrolysats de caséines est développé plus particulièrement. Il y apparaît une forte proportion de peptides amers. Les autres saveurs y sont mal représentées, bien que présentes dans d'autres hydrolysats de protéines.

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Structure of a bitter peptide in casein hydrolyzate by bacterial proteinase

Cited by 34 publications

References 10 publications

Bitter Peptides, Occurrence and Structure

Bitter Peptides, Occurrence and Structure

Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and α₂-adrenergic receptors in Xenopus laevis melanophores

Le goût des acides aminés, des peptides et des protéines : exemple de peptides sapides dans les hydrolysats de caséines

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Structure of a bitter peptide in casein hydrolyzate by bacterial proteinase

Cited by 34 publications

References 10 publications

Bitter Peptides, Occurrence and Structure

Bitter Peptides, Occurrence and Structure

Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and α2-adrenergic receptors in Xenopus laevis melanophores

Le goût des acides aminés, des peptides et des protéines : exemple de peptides sapides dans les hydrolysats de caséines

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Some sweet and bitter tastants stimulate inhibitory pathway of adenylyl cyclase via melatonin and α₂-adrenergic receptors in Xenopus laevis melanophores