54837-14-8Relevant articles and documents
Structure-property relationship study of n-(hydroxy)peptides for the design of self-assembled parallel β-sheets
Roche, Stéphane P.,Richaud, Alexis D.
, p. 12329 - 12342 (2020/11/10)
The design of novel and functional biomimetic foldamers remains a major challenge in creating mimics of native protein structures. Herein, we report the stabilization of a remarkably short β-sheet by incorporating N-(hydroxy)glycine (Hyg) residues into the backbone of peptides. These peptide- peptoid hybrids form unique parallel β-sheet structures by selfassembly upon hydrogenation. Our spectroscopic and crystallographic data suggest that the local conformational perturbations induced by N-(hydroxy)amides are outweighed by a network of strong interstrand hydrogen bonds.
Carbonic anhydrase and matrix metalloproteinase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic isozyme I and II with sulfonylated hydroxamates
Nuti, Elisa,Orlandini, Elisabetta,Nencetti, Susanna,Rossello, Armando,Innocenti, Alessio,Scozzafava, Andrea,Supuran, Claudiu T.
, p. 2298 - 2311 (2007/10/03)
A series of sulfonylated hydroxamates were synthesized and evaluated as dual inhibitors of both human carbonic anhydrases (hCAs) and matrix metalloproteinases (MMPs), two metalloenzyme families involved in carcinogenesis and tumor invasion processes. The
Peptidyl hydroxamic acids as methionine aminopeptidase inhibitors
Hu, Xubo,Zhu, Jinge,Srivathsan, Sumant,Pei, Dehua
, p. 77 - 79 (2007/10/03)
A new class of methionine aminopeptidase (MetAP) inhibitors, which contain an internal hydroxamate (N-acyl-N-alkylhydroxylamine) core as the metal-chelating group, has been designed, synthesized, and tested. The compounds exhibited reversible, competitive inhibition against Escherichia coli MetAP as well as human MetAP-1 and MetAP-2. The most potent inhibitor had a Ki value of 2.5 μM and >20-fold selectivity toward E. coli MAP.
HIV-1 protease inhibitors containing an N-Hydroxyamino acid core structure
Marastoni, Mauro,Bazzaro, Martina,Salvadori, Severo,Bortolotti, Fabrizio,Tomatis, Roberto
, p. 939 - 945 (2007/10/03)
Two series of peptidomimetics containing an N-hydroxyamino acid core structure were prepared by mixed solution solid-phase synthesis and tested for inhibitory activity against the human immunodeficiency virus (HIV-1) protease (Pr) and the virus in cell culture. In general, N-hydroxy Gly containing pseudopeptides displayed modest HIV Pr inhibition (IC50≥930 nM). In the N-hydroxy Phe derivatives, Fmoc-Phe-ψ[(CO-N OH)]-Phe-Pro-NHtBu was the best inhibitor of the series IC50 = 144nM showing satisfactory inhibition of HIV replication in cell culture (ED50 = 98 nM) and remarkable stability against cell culture and plasma enzymes. Copyright
Synthesis and antimicrobial properties of cephalosporin derivatives substituted on the C(7) nitrogen with arylmethyloxyimino or arylmethyloxyamino alkanoyl groups
Gentili, Daniela,Macchia, Marco,Menchini, Elisabetta,Nencetti, Susanna,Orlandini, Elisabetta,Rossello, Armando,Broccali, Giampietro,Limonta, Donatella
, p. 224 - 231 (2007/10/03)
Some 7-aminocephalosporanic acid (7-ACA) derivatives substituted on the C(7) nitrogen with 2-(arylmethyloxyimino)propionyl (3a-f), 2-(arylmethyloxyamino)propionyl (4a-d) and (arylmethyloxyamino)acetyl (2a-d) moieties were synthesized by reaction of the ap
Synthesis and aldose reductase inhibitory activity of N-(arylsulfonyl)- and N-(aroyl)-N-(arylmethyloxy)glycines
Balsamo, A.,Belfiore, M. S.,Macchia, M.,Martini, C.,Nencetti, S.,et al.
, p. 787 - 794 (2007/10/02)
Some N-(arylsulfonyl)- C and N-(aroyl)-N-(arylmethyloxy)glycines D were synthesised and tested as aldose reductase inhibitors (ARIs).They are structurally related to the previously described ARIs of type A and B, from which they differ owing to the presen
