scholarly journals Solid-Phase Synthesis and Circular Dichroism Study of β-ABpeptoids

Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 178 ◽  
Author(s):  
Ganesh A. Sable ◽  
Kang Ju Lee ◽  
Hyun-Suk Lim
Keyword(s):  
Circular Dichroism ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Nmr Studies ◽  
Phase Synthesis ◽  
Methyl Group ◽  
Wide Range ◽  
Material Sciences ◽  
Folded Structures ◽  
Circular Dichroïsm

The development of peptidomimetic foldamers that can form well-defined folded structures is highly desirable yet challenging. We previously reported on α-ABpeptoids, oligomers of N-alkylated β2-homoalanines and found that due to the presence of chiral methyl groups at α-positions, α-ABpeptoids were shown to adopt folding conformations. Here, we report β-ABpeptoids having chiral methyl group at β-positions rather than α-positions as a different class of peptoids with backbone chirality. We developed a facile solid-phase synthetic route that enables the synthesis of β-ABpeptoid oligomers ranging from 2-mer to 8-mer in excellent yields. These oligomers were shown to adopt ordered folding conformations based on circular dichroism (CD) and NMR studies. Overall, these results suggest that β-ABpeptoids represent a novel class of peptidomimetic foldamers that will find a wide range of applications in biomedical and material sciences.

scholarly journals Postsynthetic On-Column 2′ Functionalization of RNA by Convenient Versatile Method

2020 ◽  
Vol 21 (14) ◽  
pp. 5127
Author(s):  
Olga A. Krasheninina ◽  
Veniamin S. Fishman ◽  
Alexander A. Lomzov ◽  
Alexey V. Ustinov ◽  
Alya G. Venyaminova
Keyword(s):  
Chemical Synthesis ◽  
Physicochemical Properties ◽  
Functional Groups ◽  
Convenient Method ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Protecting Groups ◽  
Hydroxyl Group ◽  
Phase Synthesis ◽  
Wide Range

We report a universal straightforward strategy for the chemical synthesis of modified oligoribonucleotides containing functional groups of different structures at the 2′ position of ribose. The on-column synthetic concept is based on the incorporation of two types of commercial nucleotide phosphoramidites containing orthogonal 2′-O-protecting groups, namely 2′-O-thiomorpholine-carbothioate (TC, as “permanent”) and 2′-O-tert-butyl(dimethyl)silyl (tBDMS, as “temporary”), to RNA during solid-phase synthesis. Subsequently, the support-bound RNA undergoes selective deprotection and follows postsynthetic 2′ functionalization of the naked hydroxyl group. This convenient method to tailor RNA, utilizing the advantages of solid phase approaches, gives an opportunity to introduce site-specifically a wide range of linkers and functional groups. By this strategy, a series of RNAs containing diverse 2′ functionalities were synthesized and studied with respect to their physicochemical properties.

Combinatorial Synthesis of Exohedrally Modified Fullerene Derivatives

2003 ◽  
Vol 17 (08n09) ◽  
pp. 1910-1915 ◽  
Author(s):  
Yasuhiko Kawamura ◽  
Yasuyuki Akai ◽  
Masao Tsukayama
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Combinatorial Synthesis ◽  
Environmentally Benign ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Compound Library ◽  
Phase Synthesis ◽  
Fullerene Derivatives ◽  
Wide Range

Fulleropyrrolidines have been very welcomed in a community of a fullerene science. But sometimes the synthesis ends up with disappointing yields of the products. In order to overcome the problem and to explore more environmentally benign method for synthesizing fullerene derivatives having various attachment on the surface of the fullerenes, a solid-phase synthesis is examined. We found that the dipolar cycloaddition of an azomethine ylide, i.e., 2-phenyl-N-benzylideneglycine methyl ester, supported on a Wang resin, proceeded feasibly with C 60 and the objective fulleropyrrolidines were afforded in good yields (>75%). The method is expected to be utilized with wide range of application and it is therefore able to provide a compound library of modified fullerenes which is hard to obtain by other methods employed so far.

scholarly journals Formation of Stable Lithium-Containing Ceramics Using Solid-Phase Synthesis Method

Crystals ◽  
2021 ◽  
Vol 11 (10) ◽  
pp. 1177
Author(s):  
Dmitriy I. Shlimas ◽  
Artem L. Kozlovskiy ◽  
Maxim V. Zdorovets
Keyword(s):  
Phase Composition ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Synthesis Method ◽  
X Ray Diffraction ◽  
Phase Synthesis ◽  
Practical Applications ◽  
Wide Range ◽  
Pure Phase ◽  
Temperature Dependences

Today, one of the most promising materials for a wide range of practical applications is lithium-containing ceramics based on Li2TiO3. At the same time, despite the high potential of their practical application, a number of questions remains related to the methods of their preparation, as well as the formation of a stable crystal structure and a pure-phase composition. To solve these issues, this paper proposes a method for obtaining stable Li2TiO3 ceramics, which is based on solid-phase synthesis combined with the high-temperature sintering of ceramics. During the studies carried out using X-ray diffraction methods, temperature dependences of phase transformations of the TiO2/Li2Ti6O13 → Li2TiO3 type were determined, according to which, at temperatures above 800 °C, the formation of a stable Li2TiO3 phase characterized by a high structural ordering degree of 89–91% is observed. The dependence of changes in structural, optical and ferroelectric characteristics on the conditions of synthesis and phase composition of ceramics was also determined.

scholarly journals Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates

Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4266 ◽  
Author(s):  
Mariya I. Meschaninova ◽  
Darya S. Novopashina ◽  
Olga A. Semikolenova ◽  
Vladimir N. Silnikov ◽  
Alya G. Venyaminova
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Polymer Support ◽  
Phase Synthesis ◽  
Wide Range ◽  
Different Types ◽  
Convenient Approach ◽  
Aliphatic Diamines ◽  
Oligonucleotide Conjugates ◽  
Derivatives Of

A novel and convenient approach for the solid-phase 5′-functionalization of oligonucleotides is proposed in this article. The approach is based on the activation of free 5′-hydroxyl of polymer support-bound protected oligonucleotides by N,N′-disuccinimidyl carbonate followed by interaction with amino-containing ligands. Novel amino-containing derivatives of closo-dodecaborate, estrone, cholesterol, and α-tocopherol were specially prepared. A wide range of oligonucleotide conjugates bearing closo-dodecaborate, short peptide, pyrene, lipophilic residues (cholesterol, α-tocopherol, folate, estrone), aliphatic diamines, and propargylamine were synthesized and characterized to demonstrate the versatility of the approach. The developed method is suitable for the conjugate synthesis of oligonucleotides of different types (ribo-, deoxyribo-, 2′-O-methylribo-, and others).

scholarly journals Peptoids and polyamines going sweet: Modular synthesis of glycosylated peptoids and polyamines using click chemistry

2013 ◽  
Vol 9 ◽  
pp. 56-63 ◽  
Author(s):  
Daniel Fürniss ◽  
Timo Mack ◽  
Frank Hahn ◽  
Sidonie B L Vollrath ◽  
Katarzyna Koroniak ◽  
...  
Keyword(s):  
Nucleic Acids ◽  
Click Chemistry ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Building Blocks ◽  
Bioactive Molecules ◽  
Phase Synthesis ◽  
Modular Synthesis ◽  
Wide Range ◽  
Up Scaling

Sugar moieties are present in a wide range of bioactive molecules. Thus, having versatile and fast methods for the decoration of biomimetic molecules with sugars is of fundamental importance. The glycosylation of peptoids and polyamines as examples of such biomimetic molecules is reported here. The method uses Cu-catalyzed azide alkyne cycloaddition to promote the reaction of azidosugars with either polyamines or peptoids. In addition, functionalized nucleic acids were attached to polyamines via the same route. Based on a modular solid-phase synthesis of peralkynylated peptoids with up to six alkyne groups, the latter were modified with azidosugar building blocks by using copper-catalyzed azide alkyne cycloadditions. In addition, the up-scaling of some particular azide-modified sugars is described.

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