Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates

Peter Vertesaljai, Suvendu Biswas, Iryna Oleksandrivna Lebedyeva, Evan Broggi, Abdullah M. Asiri, Alan R. Katritzky

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Taurine-containing water-soluble peptidomimetics were designed and synthesized. N-terminal taurine acylations allowed synthesis of a number of taurine-containing peptides. N-protection of taurine with Cbz and SO 2-activation with benzotriazole followed by coupling with various amino esters, dipeptides and nucleophiles provided taurine N- and O-conjugates and sulfonopeptides.

Original languageEnglish (US)
Pages (from-to)2688-2693
Number of pages6
JournalJournal of Organic Chemistry
Volume79
Issue number6
DOIs
StatePublished - Mar 21 2014
Externally publishedYes

Fingerprint

Taurine
Peptides
Peptidomimetics
Acylation
Nucleophiles
Dipeptides
Esters
Chemical activation
Water

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates. / Vertesaljai, Peter; Biswas, Suvendu; Lebedyeva, Iryna Oleksandrivna; Broggi, Evan; Asiri, Abdullah M.; Katritzky, Alan R.

In: Journal of Organic Chemistry, Vol. 79, No. 6, 21.03.2014, p. 2688-2693.

Research output: Contribution to journalArticle

Vertesaljai, P, Biswas, S, Lebedyeva, IO, Broggi, E, Asiri, AM & Katritzky, AR 2014, 'Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates', Journal of Organic Chemistry, vol. 79, no. 6, pp. 2688-2693. https://doi.org/10.1021/jo500181g
Vertesaljai, Peter ; Biswas, Suvendu ; Lebedyeva, Iryna Oleksandrivna ; Broggi, Evan ; Asiri, Abdullah M. ; Katritzky, Alan R. / Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates. In: Journal of Organic Chemistry. 2014 ; Vol. 79, No. 6. pp. 2688-2693.
@article{c09d3ed583834acba05343be2d16c343,
title = "Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates",
abstract = "Taurine-containing water-soluble peptidomimetics were designed and synthesized. N-terminal taurine acylations allowed synthesis of a number of taurine-containing peptides. N-protection of taurine with Cbz and SO 2-activation with benzotriazole followed by coupling with various amino esters, dipeptides and nucleophiles provided taurine N- and O-conjugates and sulfonopeptides.",
author = "Peter Vertesaljai and Suvendu Biswas and Lebedyeva, {Iryna Oleksandrivna} and Evan Broggi and Asiri, {Abdullah M.} and Katritzky, {Alan R.}",
year = "2014",
month = "3",
day = "21",
doi = "10.1021/jo500181g",
language = "English (US)",
volume = "79",
pages = "2688--2693",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "6",

}

TY - JOUR

T1 - Synthesis of taurine-containing peptides, sulfonopeptides, and N - And O -conjugates

AU - Vertesaljai, Peter

AU - Biswas, Suvendu

AU - Lebedyeva, Iryna Oleksandrivna

AU - Broggi, Evan

AU - Asiri, Abdullah M.

AU - Katritzky, Alan R.

PY - 2014/3/21

Y1 - 2014/3/21

N2 - Taurine-containing water-soluble peptidomimetics were designed and synthesized. N-terminal taurine acylations allowed synthesis of a number of taurine-containing peptides. N-protection of taurine with Cbz and SO 2-activation with benzotriazole followed by coupling with various amino esters, dipeptides and nucleophiles provided taurine N- and O-conjugates and sulfonopeptides.

AB - Taurine-containing water-soluble peptidomimetics were designed and synthesized. N-terminal taurine acylations allowed synthesis of a number of taurine-containing peptides. N-protection of taurine with Cbz and SO 2-activation with benzotriazole followed by coupling with various amino esters, dipeptides and nucleophiles provided taurine N- and O-conjugates and sulfonopeptides.

UR - http://www.scopus.com/inward/record.url?scp=84896945277&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84896945277&partnerID=8YFLogxK

U2 - 10.1021/jo500181g

DO - 10.1021/jo500181g

M3 - Article

VL - 79

SP - 2688

EP - 2693

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 6

ER -