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

ABSTRACT: 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.

SUBMITTER: Barravecchia L

PROVIDER: S-EPMC8749954 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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

Barravecchia Liliana L Neira Iago I Pazos Elena E Peinador Carlos C García Marcos D MD

The Journal of organic chemistry 20211210 1

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 ...[more]

PMID: 34889610

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