64155-02-8Relevant academic research and scientific papers
Characterisation of the aminopeptidase from non-germinated winter rape (Brassica napus L.) seeds
Kania, Joanna,Gillner, Danuta M.
, p. 180 - 186 (2016/04/19)
Rapeseed plays a crucial role in food and fuel industry. Since aminopeptidases take part in many physiological processes in all organisms, it is important to learn their role and characteristics in economically relevant plants. Extracts of non-germinated winter rape seeds were screened for aminopeptidase activity. Substrate specificity, the influence of pH and temperature, as well as effect of protease inhibitors and chosen metal ions on the aminopeptidase activity were determined. The approximate molecular weight estimated by NATIVE-PAGE and SDS-PAGE electrophoresis was ～60 kDa. The partially purified enzyme as well as the aminopeptidases present in crude extract cleaved preferentially Phe-pNA. The activity profiles toward several substrates were also determined. Maximum activity was observed at pH 6.5 and temperature of 40 °C for Phe-pNA as a substrate. Two visible picks in the pH profile toward Phe-pNA, together with other results (IEF) suggest the presence of more than one aminopeptidase, having similar molecular mass. Much lower activity and broad pH profiles were observed for Leu- and Ala-pNA as substrates.
Synthesis and analgesic evaluation of a series of proline-typed spiro cyclic quaternary ammoniums
Lin, Songwen,Wang, Na,Zhao, Shuo,Sun, Qi,Zhang, Weiwei,Ye, Jia,Cheng, Tieming,Li, Runtao
, p. 862 - 869 (2014/03/21)
A series of proline derivated spirocyclic quaternary ammoniums were synthesized and evaluated via in vivo analgesic activities. Compounds 9a showed the best analgesic effect with 84 % inhibition in mice. These compounds showed only micromolar Ki value by in vitro α7 nAChR binding test, which may indicate the form of active metabolite play a role in their in vitro analgesic activities.
Discovery and SAR studies of methionine-proline anilides as dengue virus NS2B-NS3 protease inhibitors
Zhou, Guo-Chun,Weng, Zhibing,Shao, Xiaoxia,Liu, Fang,Nie, Xin,Liu, Jinsong,Wang, Decai,Wang, Chunguang,Guo, Kai
supporting information, p. 6549 - 6554 (2014/01/06)
A series of methionine-proline dipeptide derivatives and their analogues were designed, synthesized and assayed against the serotype 2 dengue virus NS2B-NS3 protease, and methionine-proline anilides 1 and 2 were found to be the most active DENV 2 NS2B-NS3 competitive inhibitors with Ki values of 4.9 and 10.5 μM. The structure and activity relationship and the molecular docking revealed that l-proline, l-methionine and p-nitroaniline in 1 and 2 are the important characters in blocking the active site of NS2B-NS3 protease. Our current results suggest that the title dipeptidic scaffold represents a promising structural core to discover a new class of active NS2B-NS3 competitive inhibitors.
A novel chiral aliphatic-aromatic diamine promoted direct, highly enantio- and diastereoselective Michael addition of cyclohexanone to nitroolefins under solvent-free conditions
Miao, Shifeng,Bai, Jinjin,Yang, Jin,Zhang, Yawen
scheme or table, p. 855 - 862 (2010/11/17)
A series of new highly efficient chiral aliphatic-aromatic diamine catalysts have been designed and successfully applied to the asymmetric Michael addition of cyclohexanone with nitroolefins under solvent-free conditions without any acidic additives. The desired adducts were obtained in high yields with excellent enantio- and diastereoselectivities of syn products (up to >99% ee, >99:1 dr).
Proline imidazolidinones and enamines in Hajos-Wiechert and Wieland-Miescher ketone synthesis
de Arriba, ángel L. Fuentes,Simón, Luis,Raposo, César,Alcázar, Victoria,Morán, Joaquín R.
experimental part, p. 4841 - 4845 (2009/10/02)
Readily available aromatic prolinamides obtained from the acid chloride of proline hydrochloride and anilines induce large enantiomeric excesses in intramolecular aldol condensations. Imidazolidinones derived from the reaction of the catalyst and enamines
Secondary-secondary diamine catalysts for the enantioselective Michael addition of cyclic ketones to nitroalkenes
Pansare, Sunil V.,Kirby, Raie Lene
experimental part, p. 4557 - 4561 (2009/10/02)
Secondary-secondary diamines derived from S-proline are efficient catalysts for the ketone-nitroalkene Michael addition reaction. The stereoselectivity of the Michael addition is dependant on the pKa of the N-substituted aminomethyl pendant in
Highly diastereo- And enantioselective aldol reactions in common organic solvents using N-arylprolinamides as organocatalysts with enhanced acidity
Moorthy, Jarugu Narasimha,Saha, Satajit
experimental part, p. 739 - 748 (2009/07/19)
A broad set of N-arylprolinamides 1-8 with increasing NH acidity and steric crowding has been synthesized and its catalytic activity explored for enantioselective aldol reactions. In DMF containing 10 mol-% of TFA, all arylamides are found to catalyze the reaction between cyclohexanone and a variety of electrophilic aldehydes leading to aldols in excess of 90% yield and >95 % enantioselectivity. The per-fluorophenyl catalyst 8 is found to perform best with a broad substrate scope as compared to all other N-arylamides 1-7. It is shown that 8 can indeed be employed in highly nonpolar as well as polar solvents including brine to afford high yields of aldols with excellent diastereo- as well as enantio-selectivity. The results observed for 8 are amongst the best reported so far for prolinamides that do not contain additional stereogenic center(s) and hydrogen-bonding site(s). The molecular structures of 7 and 8, determined by X-ray crystallography and presumed to reflect the most stable conformations, reveal a notable difference in the conformations of the N-aryl rings; the aryl ring exhibits tendency to lie coplanar with the amide functionality in the case of 7, while the per- fluorophenyl ring twists almost orthogonally with respect to the plane of the amide of functionality in 8. The superior performance of the latter is attributed to, in addition to the enhanced NH acidity, the tendency of the perfluorophenyl ring to lie orthogonally to the amide group, which may facilitate a stronger binding of the electrophilic aldehyde via hydrogen bonding in the transition state.
