offers many advantages as newly designed drugs. The benefits include enhanced stability to proteolytic enzymes, better transport through cellular membranes, increased bio-availability, changing agonist to antagonists potency and higher affinity in ligand-receptors interactions. D-amino acids are used to design and obtain new peptidomimetics by their incorporation in place of the natural L-amino...

Skogh, A. 2018. Development of Substance P 1–7 Related Peptides and Peptidomimetics. Targeting Neuropathic Pain. Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Pharmacy 249. 68 pp. Uppsala: Acta Universitatis Upsaliensis. ISBN 978-91-513-0254-6. The neuropeptide substance P 1–7 (SP1–7, H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-OH) and its amidated analogue SP1–7 amide, have di...

Isocyanates 7 were formed from monoprotected diamines 3 or 6, which in turn can be easily prepared from commercially available N-BOCor N-FMOC-protected amino acid derivatives. Isocyanates 7, formed in situ, could be coupled directly to a solid support functionalized with amine groups or to amino acids anchored on resins using CH2Cl2 as solvent and an 11 h coupling time at 25 °C. Such couplings ...

Bioactive peptides and peptidomimetics play a pivotal role in the regulation of many biological processes such as cellular apoptosis, host defense, and biomineralization. In this work, we develop a novel structural matrix, Index of Natural and Non-natural Amino Acids (NNAAIndex), to systematically characterize a total of 155 physiochemical properties of 22 natural and 593 non-natural amino acid...

Peptidomimetics effective in modulating protein-protein interactions and resistant to proteolysis have potential in therapeutic applications. An appealing yet underperforming peptidomimetic strategy is to employ D-amino acids and reversed sequences to mimic a lead peptide conformation, either separately or as the combined retro-inverso peptide. In this work, we examine the conformations of inve...

Diabetes has emerged as a threat to the current world. More than ninety five per cent of all the diabetic population has type 2 diabetes mellitus (T2DM). Aggregates of Amylin hormone, which is co-secreted with insulin from the pancreatic β-cells, inhibit the activities of insulin and glucagon and cause T2DM. Importance of the conformationally restricted peptides for drug design against T2DM has...

Many hydrazine derivatives show remarkable biological activities [1]. Hydrazine derivatives are well known among pesticides, drugs, amino acid precursors, and synthetic building blocks for heterocycle synthesis. Several similar compounds were shown to be effective for treatment of tuberculosis, Parkinson’s disease, and hypertension [2]. Also, hydrazine-based peptidomimetics (azapeptides) are fo...

An alternative approach toward the simple and robust synthesis of highly substituted peptidic thiazole derivatives using Ugi-multicomponent reaction (U-MCR) is described. Thus, we introduced the enantiopure (R)-2-methyl-2-isocyano-3-(tritylthio)propanoate as a novel class of isocyanide in MCR. This bifunctional isocyanide was found to undergo mild cyclodehydration to afford thiazole containing ...