Amino Acid–Viologen Hybrids: Synthesis, Cucurbituril Host–Guest Chemistry, and Implementation on the Production of Peptides | Zendy

Liliana Barravecchia | Zendy; Iago Neira | Zendy; Elena Pazos | Zendy; Carlos Peinador | Zendy; Marcos D. García | Zendy

Open Access

Amino Acid–Viologen Hybrids: Synthesis, Cucurbituril Host–Guest Chemistry, and Implementation on the Production of Peptides

Author(s) -

Liliana Barravecchia,

Iago Neira,

Elena Pazos,

Carlos Peinador,

Marcos D. García

Publication year - 2021

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c02040

Subject(s) - chemistry , viologen , tripeptide , cucurbituril , amino acid , alkylation , combinatorial chemistry , peptide synthesis , solid phase synthesis , stereochemistry , peptide , organic chemistry , molecule , biochemistry , supramolecular chemistry , catalysis

We present herein the development of a series of viologen-amino acid hybrids, obtained in good yields either by successive alkylations of 4,4'-bipyridine, or by Zincke reactions followed by a second alkylation step. The potential of the obtained amino acids has been exemplified, either as typical guests of the curcubituril family of hosts (particularly CB[7]/[8]) or as suitable building blocks for the solution/solid-phase synthesis of two model tripeptides with the viologen core inserted within their sequences.

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