scholarly journals A facile synthesis of cysteine-based diketopiperazine from thiol-protected precursor

2018 ◽  
Vol 5 (6) ◽  
pp. 180272
Author(s):  
Di Zhang ◽  
Wayne Wang
Keyword(s):  
Amino Acid ◽  
Potential Application ◽  
Click Reaction ◽  
Building Blocks ◽  
Optically Active ◽  
Spectroscopic Methods ◽  
Synthetic Route ◽  
Facile Synthesis ◽  
Chiroptical Property ◽  
Potential Applications

l -Cysteine is one of the most promising biomass-based building blocks with great potential applications. Herein, we report a versatile synthetic route to produce cysteine-based 2,5-diketopiperazine (DKP) with good yield from the thiol-ene click reaction of l -cysteine and commercially available acrylates, followed by dimerization of the amino acid intermediates. The achieved DKP diastereomers were successfully separated and fully characterized by spectroscopic methods. Moreover, the chiroptical property of DKP in the presence of various metal ions was investigated by circular dichroism spectroscopy. The potential application of the optically active cysteine-based DKP as a chiral probe for detection of silver ion in water has been demonstrated.

scholarly journals Facile synthesis of glycosylated Fmoc amino acid building blocks assisted by microwave irradiation

2010 ◽  
Vol 345 (15) ◽  
pp. 2277-2281 ◽  
Author(s):  
Nianhuan Yao ◽  
Gabriel Fung ◽  
Hamed Malekan ◽  
Long Ye ◽  
Mark J. Kurth ◽  
...  
Keyword(s):  
Amino Acid ◽  
Microwave Irradiation ◽  
Building Blocks ◽  
Facile Synthesis

Facile synthesis of novel amino acid-like building blocks by N-alkylation of heterocyclic carboxylates with N-Boc-3-iodoazetidine

2019 ◽  
Vol 24 (4) ◽  
pp. 1235-1251 ◽  
Author(s):  
Monika Iškauskienė ◽  
Greta Ragaitė ◽  
Frank A. Sløk ◽  
Algirdas Šačkus
Keyword(s):  
Amino Acid ◽  
Building Blocks ◽  
Facile Synthesis

scholarly journals General Synthetic Route and Structural Characterization of New 3d-4f Materials

2014 ◽  
Vol 70 (a1) ◽  
pp. C1775-C1775
Author(s):  
Andres Vega ◽  
Bianca Baldo ◽  
Veronica Paredes-García ◽  
Evgenia Spodine ◽  
Diego Venegas-Yazigi
Keyword(s):  
Structural Characterization ◽  
Crystal Engineering ◽  
Three Dimensional ◽  
Building Blocks ◽  
Point Of View ◽  
Lanthanide Ions ◽  
Synthetic Route ◽  
Metal Centers ◽  
Design And Synthesis ◽  
Potential Applications

Within the field of coordination chemistry, the crystal engineering has been applied mainly through the design and synthesis of Metal-Organic Materials (MOMs), which are attractive not only by the wide variety of architectures and topologies that they present, but also by the potential applications in catalysis, ion exchange, molecular adsorption, fluorescence, nonlinear optics, and magnetism. From a structural and synthetic point of view, the literature shows that a wide variety of MOMs ranging from 0D to 3D structures have been rationally designed and synthesized by the appropriate selection of the metal centers and organic building blocks, as well as of the reaction pathways.1-3 In this work, we present the a general synthetic route and the structural characterization to a new MII(3d)-M'III(4f) (M = Co, Ni ; M' = Ce) MOMs. The assembly of paramagnetic ions of transition metal centers together with simple and versatile ligands permits to obtain this new heterometallic three dimensional structures. From a structural point of view, the 3D MOM, present a cubic structure and crystallizes in the Fm-3m spatial group. Details of synthetic methodology and structural characteristic of the synthesized MOM should be discussed. Figure 1: Lanthanide ions are cubically surrounded by transitions ions which defines a covalent cubic tridimensional lattice. Acknowledgements: The authors acknowledge financial support from FONDECYT 1130643 and Financiamiento Basal, FB0807. B.B. thanks UNAB Doctoral Scholarship 2013 and CONICYT Fellowship.

scholarly journals Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis

2017 ◽  
Vol 13 ◽  
pp. 2316-2325 ◽  
Author(s):  
Raju Cheerlavancha ◽  
Ahmed Ahmed ◽  
Yun Cheuk Leung ◽  
Aggie Lawer ◽  
Qing-Quan Liu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Stereoselective Synthesis ◽  
Building Blocks ◽  
Synthetic Approach ◽  
Potential Applications ◽  
Shape Controlled ◽  
Nucleophilic Fluorination

Backbone-extended amino acids have a variety of potential applications in peptide and protein science, particularly if the geometry of the amino acid is controllable. Here we describe the synthesis of δ-amino acids that contain three vicinal C–F bonds positioned along the backbone. The ultimately successful synthetic approach emerged through the investigation of several methods based on both electrophilic and nucleophilic fluorination chemistry. We show that different diastereoisomers of this fluorinated δ-amino acid adopt distinct conformations in solution, suggesting that these molecules might have value as shape-controlled building blocks for future applications in peptide science.

Green and Facile Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Click Reaction of α-Bromo Ketones, [bmim]N3 and Terminal Acetylenes

2013 ◽  
Vol 10 (10) ◽  
pp. 738-743 ◽  
Author(s):  
Azadeh Fazeli ◽  
Hossein Oskooie ◽  
Yahya Beheshtiha ◽  
Majid Heravi ◽  
Hassan Valizadeh
Keyword(s):  
Click Reaction ◽  
Facile Synthesis ◽  
Terminal Acetylenes
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