Thirty two synthetic tripeptides structurally related both to thyrotropin releasing hormone (TRH) and anorexogenic tripeptide (Glp-His-Gly-OH) were investigated for anorexogenic effect in rats. While the two endogenous peptides, TRH and Glp-His-Gly-OH, were ineffective in rats deprived of food for 96 hours when they were administered intracerebroventricularly, some of the synthetic analogues showed significant food intake reducing effect under the same conditions. This anorexogenic effect of the tripeptides is similar--though much weaker--to that of satietin, a highly potent anorexogenic glycopeptide in human and mammalian serum. These tripeptides were ineffective when they were administered intravenously.
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Angew Chem Int Ed Engl
January 2025
School of Chemistry, IISER Thiruvananthapuram, Kerala, 695551, India.
A collagen-inspired helical protein-mimic has been synthesized via topochemical polymerization of a designed tripeptide monomer. In the monomer crystal, molecules arrange in a head-to-tail manner, forming supramolecular helices. The azide and alkyne of adjacent molecules in the supramolecular helix are proximally preorganized in a ready-to-react arrangement.
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November 2024
College of Chemistry, Nankai University, Tianjin 300071, China.
Majusculamide D, isolated from the marine cyanobacterium , is an anticancer lipopentapeptide consisting of fatty acid, tripeptide, and pyrrolyl proline moieties. In this work, by utilizing a convergent synthetic approach, late-stage modification, and bioisostere strategy, 26 majusculamide D analogues were synthesized, and two ( and ) demonstrated IC values < 1 nM against PANC-1 cancer cells. The results summarized a preliminary structure-activity relationship mainly at the C23, C4, C34, and C10 sites.
View Article and Find Full Text PDFChirality
December 2024
Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Pisa, Italy.
(S)-Indoline-2-carboxylic acid (H-(2S)-Ind-OH) possesses the ability to influence the conformation of peptide bonds towards the cis amide isomer in polar solvents. However, its potential utilization as a conformational switch within long peptide sequences poses challenges due to its low reactivity and strong inclination to form diketopiperazines. The present study explores its reactivity under various conditions and proposes synthetic strategies to overcome these limitations.
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November 2024
Department of Chemical Biology, Faculty of Biotechnology, University of Wroclaw, Joliot-Curie 14a, Wrocław, 50-383, Poland.
The expanding field of site-specific ligation of proteins and peptides has catalyzed the development of novel methods that enhance molecular modification. Among these methods, enzymatic strategies have emerged as dominant due to their specificity and efficiency in modifying proteins under mild conditions. Asparaginyl endopeptidase is a group of cyclotide-producing cysteine proteases from plants.
View Article and Find Full Text PDFSci Rep
November 2024
Department of Chemistry, Khalifa University of Science and Technology, P.O. Box 127788, Abu Dhabi, United Arab Emirates.
Several bacterial strains have developed resistance against commercial antibiotics, and interestingly, supramolecular nanomaterials have shown considerable advantages for antibacterial applications. However, the main challenges in adopting nanotechnology for antibacterial studies are random aggregation, compromised toxicity, multi-step preparation approaches, and unclear structure-function properties. Herein, we designed the amphiphilic tripeptide that acts as a reducing and capping agent for silver metal to form silver-peptide colloidal nanohybrids with the mild assistance of UV light (254 nm) through the photochemical reduction method.
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