13122-89-9Relevant academic research and scientific papers
Peptide synthesis in room temperature ionic liquids
Vallette, Hélène,Ferron, Laurent,Coquerel, Gérard,Gaumont, Annie-Claude,Plaquevent, Jean-Christophe
, p. 1617 - 1619 (2004)
We demonstrate that chemical peptide coupling using modern coupling agents is efficient in rt ionic liquids. This new approach presents some advantages, especially in the case of hindered amino acids, which are not easy to couple under standard conditions
Building Nanowires from Micelles: Hierarchical Self-Assembly of Alternating Amphiphilic Glycopolypeptide Brushes with Pendants of High-Mannose Glycodendron and Oligophenylalanine
Liu, Yijiang,Zhang, Yufei,Wang, Zheyu,Wang, Jue,Wei, Kongchang,Chen, Guosong,Jiang, Ming
, p. 12387 - 12394 (2016)
Mimicking the diverse glyco-conjugate structures in nature is always the dream of scientists. Right now, hierarchical self-assembled structures of natural conjugates of peptides and sugars could not easily be achieved via linear glycopolypeptide with mono
Interaction between quaternary ammonium ions and dipeptides: Positive anion allosteric effect
Ito, Kazuaki,Nagase, Kayo,Morohashi, Naoya,Ohba, Yoshihiro
, p. 90 - 94 (2005)
The binding properties of dipeptides possessing aromatic residues towards quaternary ammonium ions have been investigated by 1H-NMR spectroscopy. The intermolecular hydrogen bonding between exchangeable protons (OH and NH) of aromatic residues
BOMI - A novel peptide coupling reagent
Li, Peng,Xu, Jie Cheng
, p. 3605 - 3608 (1999)
A novel coupling reagent, benzotriazol-1-yloxy-N,N- dimethylmethaniminium hexachloroantimonate (BOMI), was synthesized and successfully applied to the synthesis of oligopeptides, the racemization and the influence of several reaction parameters such as so
Expeditious amide-forming reactions using thiol esters
Kurosu, Michio
, p. 591 - 594 (2000)
The reaction of a 2-pyridylthiol ester with a dimethylaluminum amide leads to the rapid formation of the corresponding amide. The tolylthiol esters can be activated with silver trifluoroacetate and coupled even with poorly reactive amino compounds. (C) 20
Zn-Catalyzed Nicotinate-Directed Transamidations in Peptide Synthesis
Hollanders, Charlie,Renders, Evelien,Gadais, Charlène,Masullo, Dario,Van Raemdonck, Laurent,Wybon, Clarence C. D.,Martin, Charlotte,Herrebout, Wouter A.,Maes, Bert U. W.,Ballet, Steven
, p. 4280 - 4289 (2020)
A chemoselective and catalytic transamidation for peptide synthesis is described. Transamidation under Zn catalysis is chemoselectively achieved by amino acid amide/peptidic amide derivatization with a tert-butyl nicotinate (tBu-nic) directing group. The directing group could be easily introduced on protected amino acid amides via Pd-catalyzed amidation with tert-butyl 2-chloronicotinate (tBu-nicCl). Under standard peptide coupling/deprotection conditions, the tBu-nic-equipped amino acid amides proved to be fully inert, allowing them to be easily built-in in complex molecules. The disclosed method was evaluated in the synthesis of diverse dipeptides, in dipeptide segment coupling, in side-chain modification of a solid-supported tetra-/pentapeptide, and in the macrocyclization of a heptapeptide.
Effect of Stereochemistry on Chirality and Gelation Properties of Supramolecular Self-Assemblies
Qin, Minggao,Zhang, Yaqian,Xing, Chao,Yang, Li,Zhao, Changli,Dou, Xiaoqiu,Feng, Chuanliang
, p. 3119 - 3129 (2021/01/20)
Although chiral nanostructures have been fabricated at various structural levels, the transfer and amplification of chirality from molecules to supramolecular self-assemblies are still puzzling, especially for heterochiral molecules. Herein, four series o
Transition-metal ion-mediated morphological transformation of pyridine-based peptide nanostructures
Singh, Narendra,Singh, Ramesh,Sharma, Swati,Kesharwani, Khushboo,Joshi, Khashti Ballabh,Verma, Sandeep
supporting information, p. 153 - 161 (2021/01/11)
Inspired by natural metallopeptides, we have rationally designed two pyridine-conjugated short peptides. These two peptide conjugates formed a pair of constitutional isomers that helped us describe their structure-function relationship. Both the isomers consisted of an equal number of aromatic amino acid residues, but shuffling was observed in the position of two key amino acids, viz; tyrosine and phenylalanine, which brought a remarkable change in their self-assembling behavior. The presence of specific functional groups and chemical diversity in both conjugates made them very active towards metal coordination. Both the constitutional isomers adopted different pathways of self-assembly, which could be further controlled or transformed by the use of transition metal ions. Interestingly, it was observed that the metal ions could precisely control the morphology of these metallopeptide nanostructures and make them more stable. Therefore, such artificial metallopeptides possess remarkable advantages over the natural counterparts primarily due to their tailor-made chemical structures.
A Comprehensive Landscape for Fibril Association Behaviors Encoded Synergistically by Saccharides and Peptides
Liu, Rongying,Zhang, Ran,Li, Long,Kochovski, Zdravko,Yao, Lintong,Nieh, Mu-Ping,Lu, Yan,Shi, Tongfei,Chen, Guosong
supporting information, p. 6622 - 6633 (2021/05/29)
Nature provides us a panorama of fibrils with tremendous structural polymorphism from molecular building blocks to hierarchical association behaviors. Despite recent achievements in creating artificial systems with individual building blocks through self-
Controlling Amphiphilic Polymer Folding beyond the Primary Structure with Protein-Mimetic Di(Phenylalanine)
Dykeman-Bermingham, Peter A.,Knight, Abigail S.,Warren, Jacqueline L.
supporting information, p. 13228 - 13234 (2021/09/03)
While methods for polymer synthesis have proliferated, their functionality pales in comparison to natural biopolymers-strategies are limited for building the intricate network of noncovalent interactions necessary to elicit complex, protein-like functions
