19391-50-5Relevant articles and documents
Synthesis, bioactivity, docking and molecular dynamics studies of furan-based peptides as 20s proteasome inhibitors
Sun, Qi,Xu, Bo,Niu, Yan,Xu, Fengrong,Liang, Lei,Wang, Chao,Yu, Jiapei,Yan, Gang,Wang, Wei,Jin, Hongwei,Xu, Ping
, p. 498 - 510 (2015/03/18)
Proteasome inhibitors are promising compounds for a number of therapies, including cardiovascular and eye diseases, diabetes, and cancers. We previously reported a series of furanbased peptidic inhibitors with moderate potencies against the proteasome b5 subunit, hypothesizing that the C-terminal furyl ketone motif could form a covalent bond with the catalytic residue, threonine 1. In this context, we describe further optimizations of the furan-based peptides, and a series of dipeptidic and tripeptidic inhibitors were designed and synthesized, aiming at improved potency and better solubility. Most of the tripeptidic inhibitors demonstrated improved potency and selectivity as b5 subunit inhibitors in both enzymatic and cellular assays, and good antineoplastic activities in various tumor cell lines were also observed. However, no inhibitory effects were observed for the dipeptidic compounds, which led us to presume that a noncovalent binding mode is adopted. Docking studies and molecular dynamics simulations were carried out to verify this presumption, with results showing that the distance between the furyl ketone motif and Thr1 is slightly too long to form covalent bond.
6-Nitro-1-β-Naphthalenesulfonyloxybenzotriazole : A Novel Coupling Reagent For Peptide Synthesis
Devadas, Balekudru,Kundu, Bijoy,Srivastava, Alka,Mathur, Krishna B.
, p. 6455 - 6458 (2007/10/02)
Synthesis of 6-nitro-1-β-naphthalenesulfonyloxybenzotriazole (N-NSBt) and its application as a peptide coupling ragent is being reported.It has been found to be suitable for rapid and quantitative synthesis of optically pure peptides in a stepwise manner.
Studies on peptides. XLI. Synthesis of the protected hexadecapeptide corresponding to positions 13 to 28 of the basic trypsin inhibitor from bovine pancreas (Kunitz and Northrop)
Yajima,Okada,Watanabe,Kiso
, p. 1067 - 1074 (2007/10/13)
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