13734-41-3Relevant articles and documents
The role of the disulfide bond in amyloid-like fibrillogenesis in a model peptide system
Das, Apurba Kumar,Drew, Michael G. B.,Haldar, Debasish,Banerjee, Arindam
, p. 3502 - 3507 (2005)
Three terminally protected short peptides Bis[Boc-D-Leu(1)-Cys(2)-OMe] 1, Bis[Boc-Leu(1)-Cys(2)-OMe] 2 and Bis[Boc-Val(1)-Cys(2)-OMe] 3 exhibit amyloid-like fibrillar morphology. Single crystal X-ray diffraction analysis of peptide 1 clearly demonstrates that it adopts an overall extended backbone molecular conformation that self-assembles to form an intermolecular hydrogen-bonded antiparallel supramolecular β-sheet structure in crystals. Scanning electron microscopic (SEM) images, transmission electron microscopic (TEM) images and Congo red binding studies vividly demonstrate the amyloid-like fibril formation of peptides 1, 2 and 3. However, after reduction of the disulfide bridge of peptides 1, 2 and 3, three newly generated peptides Boc-D-Leu(1)-Cys(2)-OMe 4, Boc-Leu(1)-Cys(2)-OMe 5 and Boc-Val(1)-Cys(2)-OMe 6 are formed and all of them failed to form any kind of fibril under the same conditions, indicating the important role of the disulfide bond in amyloid-like fibrillogenesis in a peptide model system. The Royal Society of Chemistry 2005.
Anthracene-labeled pyridinium-based symmetrical chiral chemosensor for enantioselective recognition of l-tartrate
Ghosh, Kumaresh,Sarkar, Tanmay
, p. 1342 - 1346 (2014)
A new anthracene-based chiral chemosensor 1 has been designed and synthesized. l-Valine has been used as the chiral source in the design. The chemosensor 1 has been established as an efficient enantioselective sensor for l-tartrate. While in the presence of l-tartrate the fluorescent sensor 1 in DMSO exhibits considerable increase in emission, the isomeric tartrate brings relatively small change. The enantiomeric fluorescence difference ratio (ef) has been determined to be 29.38.
A short water-soluble self-assembling peptide forms amyloid-like fibrils
Ray, Sudipta,Das, Apurba K.,Drew, Michael G. B.,Banerjee, Arindam
, p. 4230 - 4232 (2006)
A water-soluble tripeptide Val-Ile-Ala (VIA) 1, bearing sequence identity with the C-terminal portion of the Alzheimer Aβ-peptide (Aβ40-42), self-assembles, in crystalline form, to produce an intermolecularly hydrogen bonded supramolecular β-sheet structure which self-associates to form straight, unbranched nanofibrils exhibiting amyloid-like behavior; in contrast, the synthetic tripeptide Ala-Val-Ile (AVI) 2 self-assembles to produce a β-sheet structure that forms branched nanofibrils which do not show any characteristic features of amyloid-like fibrils. The Royal Society of Chemistry 2006.
Enantioselective sensing of lactate by pyridinium-based chiral receptor
Ghosh, Kumaresh,Majumdar, Anupam
, p. 5686 - 5689 (2013)
A simple pyridinium-based chiral receptor 1 containing l-valine as the chiral source has been designed and synthesized. The receptor 1 fluorometrically recognizes d-lactate over l-lactate in CH3CN with an enantiomeric fluorescence ratio (ef) of 5.32.
Synthesis and biological evaluation of new pleuromutilin derivatives as antibacterial agents
Shang, Ruo-Feng,Wang, Guan-Hua,Xu, Xi-Ming,Liu, Si-Jie,Zhang, Chao,Yi, Yun-Peng,Liang, Jian-Ping,Liu, Yu
, p. 19050 - 19065 (2014)
Several pleuromutilin derivatives possessing thiadiazole moieties were synthesized via acylation reactions under mild conditions. The in vitro antibacterial activities of the derivatives against methicillin-resistant S. aureus, methicillin-resistant S. epidermidis, S. aureus, S. epidermidis, E. coli, and B. cereus were tested by the agar dilution method and Oxford cup assay. All the screened compounds displayed potent activity. Compound 6d was the most active antibacterial agent because of its lowest MIC value and largest inhibition zone. Docking experiments were performed to understand the possible mode of the interactions between the derivatives and 50S ribosomal subunit. Moreover, the absorption, distribution, metabolism, excretion and toxicity properties of the synthesized compounds were analyzed after prediction using the Advanced Chemistry Development/Percepta Platform available online.
Heating reactions of N-t-Butyloxycarbonyl-Asparagine and related compounds
Munegumi,Akao,Kawatu,Yamada,Harada
, p. 6541 - 6548 (2014)
N-t-Butyloxycarbonyl-amino acids (Boc-) are labile on heating to afford free amino acids, but Boc-aspartic acid gives a kind of polypeptide. This chemical feature of Boc-aspartic acid may be caused by dehydration between two carboxyl groups as well as the formation of a free amino group. Boc-Asparagine may have a similar reactivity to Boc-aspartic acid. This research describes polypeptide formation by heating Boc-asparagine and its isomer Boc-aspartic acid amide.
PRODRUGS OF ABIRATERONE
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Page/Page column 21, (2021/05/29)
The present invention relates to compounds of formula (I), or their isotopic forms, stereoisomers, tautomers, or pharmaceutically acceptable salt(s) thereof as prodrugs of abiraterone. The present invention also describes method of making such compounds, pharmaceutical compositions comprising such compounds and the use of the compounds of formula (I).
Convenient Synthesis of Alternatively Bridged Tryptophan Ketopiperazines and Their Activities against Trypanosomatid Parasites
Cockram, Peter E.,Slawin, Alexandra M. Z.,Smith, Terry K.,Turner, Callum A.
supporting information, (2022/01/11)
There is an urgent need for the development of new treatments against trypanosomatid parasites; the causative agents of some of the most debilitating diseases in the developing world. This work targets an interesting 6-5-6-6 fused carboline scaffold, accessing a range of substituted derivatives through stereospecific intramolecular Pictet–Spengler condensation. Modification of the cyclisation conditions allowed retention of the carbamate protecting group and gave insight into the reaction mechanism. Compounds’ bioactivities were measured against T. brucei, T. cruzi, L. major and HeLa cells. We have identified promising pan-trypanocidal lead compounds based on the core scaffold, and highlight key SAR trends which will be useful for the future development of these compounds as potent trypanocidal agents.
