17708-79-1Relevant academic research and scientific papers
A Quick Route to Multiple Highly Potent SARS-CoV-2 Main Protease Inhibitors**
Yang, Kai S.,Ma, Xinyu R.,Ma, Yuying,Alugubelli, Yugendar R.,Scott, Danielle A.,Vatansever, Erol C.,Drelich, Aleksandra K.,Sankaran, Banumathi,Geng, Zhi Z.,Blankenship, Lauren R.,Ward, Hannah E.,Sheng, Yan J.,Hsu, Jason C.,Kratch, Kaci C.,Zhao, Baoyu,Hayatshahi, Hamed S.,Liu, Jin,Li, Pingwei,Fierke, Carol A.,Tseng, Chien-Te K.,Xu, Shiqing,Liu, Wenshe Ray
, p. 942 - 948 (2020/12/15)
The COVID-19 pathogen, SARS-CoV-2, requires its main protease (SC2MPro) to digest two of its translated long polypeptides to form a number of mature proteins that are essential for viral replication and pathogenesis. Inhibition of this vital pr
Optimization and anti-cancer properties of fluoromethylketones as covalent inhibitors for ubiquitin C-terminal hydrolase L1
Chen, Hao,Das, Chittaranjan,Flaherty, Daniel P.,Galardy, Paul J.,Hewitt, Chad S.,Hussain, Sajjad,Imhoff, Ryan D.,Krabill, Aaron D.,Muli, Christine S.,Wendt, Michael K.
, (2021/05/31)
The deubiquitinating enzyme (DUB) UCHL1 is implicated in various disease states including neurodegenerative disease and cancer. However, there is a lack of quality probe molecules to gain a better understanding on UCHL1 biology. To this end a study was carried out to fully characterize and optimize the irreversible covalent UCHL1 inhibitor VAEFMK. Structure-activity relationship studies identified modifications to improve activity versus the target and a full cellular characterization was carried out for the first time with this scaffold. The studies produced a new inhibitor, 34, with an IC50 value of 7.7 μM against UCHL1 and no observable activity versus the closest related DUB UCHL3. The molecule was also capable of selectively inhibiting UCHL1 in cells and did not demonstrate any discernible off-target toxicity. Finally, the molecule was used for initial probe studies to assess the role of UCHL1 role in proliferation of myeloma cells and migration behavior in small cell lung cancer cells making 34 a new tool to be used in the biological evaluation of UCHL1.
Peptide Macrocyclization Assisted by Traceless Turn Inducers Derived from Ugi Peptide Ligation with Cleavable and Resin-Linked Amines
Puentes, Alfredo R.,Morejón, Micjel C.,Rivera, Daniel G.,Wessjohann, Ludger A.
, p. 4022 - 4025 (2017/08/15)
A multicomponent approach enabling the installation of turn-inducing moieties that facilitate the macrocyclization of short and medium-size oligopeptides is described. The strategy comprises the Ugi ligation of peptide carboxylic acids and isocyanopeptide
Synthesis and antimalarial bioassay of quinine - peptide conjugates
Panda, Siva S.,Ibrahim, Mohamed A.,Kuecuekbay, Hasan,Meyers, Marvin J.,Sverdrup, Francis M.,El-Feky, Said A.,Katritzky, Alan R.
, p. 361 - 366 (2013/10/08)
Amino acid and peptide conjugates of quinine were synthesized using microwave irradiation in 52-95% yields using benzotriazole methodology. The majority of these conjugates retain in vitro antimalarial activity with IC50 values below 100 nm, similar to quinine.
Design and synthesis of new tripeptide-type SARS-CoV 3CL protease inhibitors containing an electrophilic arylketone moiety
Konno, Sho,Thanigaimalai, Pillaiyar,Yamamoto, Takehito,Nakada, Kiyohiko,Kakiuchi, Rie,Takayama, Kentaro,Yamazaki, Yuri,Yakushiji, Fumika,Akaji, Kenichi,Kiso, Yoshiaki,Kawasaki, Yuko,Chen, Shen-En,Freire, Ernesto,Hayashi, Yoshio
, p. 412 - 424 (2013/02/25)
We describe here the design, synthesis and biological evaluation of a series of molecules toward the development of novel peptidomimetic inhibitors of SARS-CoV 3CLpro. A docking study involving binding between the initial lead compound 1 and th
Amino Acids and Peptides; 60. Synthesis of Biologically Active Cyclopeptides; 10. Synthesis of 16 Structural Isomers of Dolastatin 3; II: Synthesis of the Linear Educts and the Cyclopeptides
Schmidt, Ulrich,Utz, Roland,Lieberknecht, Albrecht,Griesser, Helmut,Potzolli, Bernd,et al.
, p. 236 - 241 (2007/10/02)
Sixteen isomers of the cancerostatic cyclopeptide Dolastatin 3 of marine origin are synthesized.The proposed structure of Dolastatin 3 is proved to be not correct.
Active Esters of 9-Fluorenylmethyloxycarbonyl Amino Acids and Their Application in the Stepwise Lengthening of a Peptide Chain
Bodanszky, Agnes,Bodanszky, Miklos,Chandramouli, Nagarajan,Kwei, Joseph Z.,Martinez, Jean,Tolle, John C.
, p. 72 - 76 (2007/10/02)
Preparation and properties of p-nitrophenyl esters of several 9-fluorenylmethyloxycarbonyl (Fmoc) amino acids are described.The Fmoc derivatives of the hindered amino acids valine and isoleucine were converted to the more reactive o-nitrophenyl esters whi
