52071-65-5Relevant academic research and scientific papers
Pro-phe derivatives as organocatalysts in asymmetric aldol reaction
Aydogan, Feray,Karaoglu, Merve,Yolacan, Cigdem
supporting information, p. 233 - 239 (2021/03/19)
The aldol reaction which is the most important one among the C-C bond forming reactions, is widely used by synthetic organic chemists to obtain β-hydroxycarbonyl compounds which are important starting components for biologically active compounds in optica
Asymmetric Organocatalysis Accelerated via Self-Assembled Minimal Structures
Sinibaldi, Arianna,Della Penna, Francesca,Ponzetti, Marco,Fini, Francesco,Marchesan, Silvia,Baschieri, Andrea,Pesciaioli, Fabio,Carlone, Armando
supporting information, p. 5403 - 5406 (2021/09/18)
Self-assembling minimalistic peptides embedded with an organocatalytic moiety were designed. By controlling the formation of fibrils via external intervention, it was shown that the activation is accelerated when the organocatalyst is in its supramolecula
Synthesis of new di- And triamides as potential organocatalysts for asymmetric aldol reaction in water
Aydogan, Feray,Keskin, Elif,Yolacan, Cigdem
, p. 1014 - 1023 (2021/06/07)
New di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0 °C in the presence of benzoic acid as co-catalyst. (S)-me
Synthesis of novel proline-based imidazolium ionic liquids
Chaubey, Snehkrishn A.,Patra, Niranjan,Mishra, Roli
, p. 1409 - 1417 (2020/09/17)
Abstract: A series of eight novel proline functionalized dipeptide imidazolium ionic liquids (DPILs), i.e. Boc-[Pro-Pro-EMIM], Boc-[Pro-Val-EMIM], Boc-[Pro-Ala-EMIM], Boc-[Pro-Phe-EMIM] containing [Cl] and [NTf2] anions were synthesized via a f
Engineered Substrate for Cyclooxygenase-2: A Pentapeptide Isoconformational to Arachidonic Acid for Managing Inflammation
Kaur, Baljit,Kaur, Manpreet,Kaur, Navjot,Garg, Saweta,Bhatti, Rajbir,Singh, Palwinder
, p. 6363 - 6376 (2019/07/08)
Beyond the conventional mode of working of anti-inflammatory agents through enzyme inhibition, herein, COX-2 was provided with an alternate substrate. A proline-centered pentapeptide isoconformational to arachidonic acid, which exhibited appreciable selectivity for COX-2, overcoming acetic acid- and formalin-induced pain in rats to almost 80%, was treated as a substrate by the enzyme. Remarkably, COX-2 metabolized the pentapeptide into small fragments consisting mainly of di- and tripeptides that ensured the safe breakdown of the peptide under in vivo conditions. The kinetic parameter Kcat/Km for COX-2-mediated metabolism of the peptide (6.3 × 105 M-1 s-1) was quite similar to 9.5 × 105 M-1 s-1 for arachidonic acid. Evidenced by the molecular dynamic studies and the use of Y385F COX-2, it was observed that the breakage of the pentapeptide has probably been taken place through H-bond activation of the peptide bond by the side chains of Y385 and S530.
New and effective proline-based catalysts for asymmetric aldol reaction in water
Yorulmaz, Tugba,Aydogan, Feray,Yolacan, Cigdem
, p. 78 - 85 (2016/12/30)
New proline diamide organocatalysts with Pro-Phe peptide bonds were synthesized and their catalytic activities in asymmetric direct aldol reactions of aliphatic ketones with aromatic aldehydes were investigated. Catalyst 6a showed good enantioselectivity
Water promoted enantioselective aldol Reaction by proline-cholesterol and -diosgenin based amphiphilic organocatalysts
He, Ting,Li, Kun,Wu, Ming-Yu,Wu, Ming-Bo,Wang, Na,Pu, Lin,Yu, Xiao-Qi
supporting information, p. 5136 - 5143 (2013/06/27)
A series of proline-cholesterol and -diosgenin based amphiphilic organocatalysts were developed for the first time, and their catalytic activities for the enantioselective aldol reaction were investigated. The results indicated that water can significantl
Enamides accessed from aminothioesters via a Pd(0)-catalyzed decarbonylative/β-hydride elimination sequence
Min, Geanna K.,Hernandez, Dacil,Lindhardt, Anders T.,Skrydstrup, Troels
supporting information; experimental part, p. 4716 - 4719 (2010/12/25)
A facile synthesis of various enamides from aminothioesters via a palladium(0)-catalyzed decarbonylation/β-hydride elimination is reported. This protocol was applied to mercaptopyridyl C-terminal modified peptides for the generation of enamides without ep
Design, synthesis and primary activity assay of bi- or tri-peptide analogues with the scaffold l-arginine as amino-peptidase N/CD13 inhibitors
Mou, Jiajia,Fang, Hao,Liu, Yingzi,Shang, Luqing,Wang, Qiang,Zhang, Lei,Xu, Wenfang
scheme or table, p. 887 - 895 (2010/05/02)
A series of bi- or tri-peptide analogues with the scaffold l-arginine were designed, synthesized and evaluated for their inhibitory activities against amino-peptidase N (APN) and metalloproteinase-2 (MMP-2). The primary activity assay showed that all the compounds exhibited higher inhibitory activities against APN than MMP-2. Within this series, compounds C6 and C7 (IC50 = 4.2 and 4.3 μM) showed comparable APN inhibitory activities with the positive control bestatin (IC50 = 3.8 μM).
Antimicrobial activity, biocompatibility and hydrogelation ability of dipeptide-based amphiphiles
Mitra, Rajendra Narayan,Shome, Anshupriya,Paul, Pritha,Das, Prasanta Kumar
experimental part, p. 94 - 102 (2009/04/07)
The development of new antibiotics is of increasing importance due to the growing resistance power of microbes against conventional drugs. To this end, cationic peptides are emerging as clinically potent antimicrobial agents. In the present study, we have
