scholarly journals Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

10.3791/56189 ◽  
2017 ◽  
Author(s):  
Andrew J. Francis ◽  
Marino J. E. Resendiz
Keyword(s):  
Circular Dichroism ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Circular Dichroïsm

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.

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