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Rational Construction of Triazole/Urea Based Peptidomimetic Macrocycles as Pseudocyclo-β-peptides and Studies on Their Chirality Controlled Self-Assembly

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Title Rational Construction of Triazole/Urea Based Peptidomimetic
Macrocycles as Pseudocyclo-β-peptides and Studies on Their
Chirality Controlled Self-Assembly
 
Creator Ghorai, Abhijit
Reddy K, Samanth
Achari, Basudeb
Chattopadhyay, Partha
 
Subject Chemistry
 
Description A tandem macro-dimerization reaction via a Cu(I)
catalyzed azide/alkyne cycloaddition reaction has been employed to construct triazole/urea based peptidomimetic macrocycles considered as pseudocyclo-β-peptides. Introduction of one particular chirality in the peptide backbone can alter the conformation as well as nature of
self-assembly from cyclic D-,L-,α-peptide to cyclo-β-peptide. One of them (16a) forms antiparallel dimers while the other (16b) undergoes higher order aggregation to form a nanorod structure.
 
Publisher American Chemical Society
 
Date 2014
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/2179/1/ORGANIC_LETTERS__V_16_(_12_)3196%2D3199_;2014[88].pdf
Ghorai, Abhijit and Reddy K, Samanth and Achari, Basudeb and Chattopadhyay, Partha (2014) Rational Construction of Triazole/Urea Based Peptidomimetic Macrocycles as Pseudocyclo-β-peptides and Studies on Their Chirality Controlled Self-Assembly. Organic Letters, 16 (12). pp. 3196-3199.
 
Relation http://dx.doi.org/10.1021/ol501172d
http://www.eprints.iicb.res.in/2179/