21888-31-3Relevant academic research and scientific papers
Mechanistic studies of DCC/HOBt-mediated reaction of 3-phenylpropionic acid with benzyl alcohol and studies on the reactivities of 'active ester' and the related derivatives with nucleophiles
Sheikh, Md. Chanmiya,Takagi, Shunsuke,Yoshimura, Toshiaki,Morita, Hiroyuki
supporting information; experimental part, p. 7272 - 7278 (2010/10/02)
Despite of the extensive study for peptide synthesis, DCC-mediated esterification is left still unclear. Therefore, DCC- and DCC/HOBt-mediated reactions of 3-phenylpropionic acid (1) with benzyl alcohol were carried out under several mechanistic considerations. Further, in order to determine the reactivities of the so-called 'active esters' compounds changing the substituents bearing carbonyl and related derivatives group for the purpose of the development of new class of non-symmetry cross-linkers, we have studied the reaction of model compounds, N-(3-phenylpropionyloxy)benzotriazole (6), N-(3-phenylpropionyloxy)phthalimide (7), 3-phenylpropionyloxybenzothiazole (8), and N-(3-phenylpropionyl)benzotriazole (9) with various nucleophiles under similar conditions were carried out for the comparison. It was revealed to exhibit the order of 6>>8>9>7.
Design, synthesis and SAR studies of tripeptide analogs with the scaffold 3-phenylpropane-1,2-diamine as aminopeptidase N/CD13 inhibitors
Shang, Luqing,Fang, Hao,Zhu, Huawei,Wang, Xuejian,Wang, Qiang,Mu, Jiajia,Wang, Binghe,Kishioka, Shiroh,Xu, Wenfang
experimental part, p. 2775 - 2784 (2009/08/15)
Aminopeptidase N (APN), belonged to metalloproteinase, is an essential peptidase involved in the process of tumor invasion and metastasis. A series of tripeptide analogs with the scaffold 3-phenylpropane-1,2-diamine were designed, synthesized and evaluate
Inhibition of peptidylglycine α-amidating monooxygenase by N-substituted homocysteine analogs
Erion,Tan,Wong,Jeng
, p. 4430 - 4437 (2007/10/02)
C-terminal amidation is a posttranslational modification found in many neuropeptides. Peptidylglycine α-amidating monooxygenase (PAM) catalyzes the synthesis of the biologically essential C-terminal amide from a glycine- extended precursor peptide. Report
