Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states

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15 Citations (Scopus)

Abstract

N-Acyl tryptophan isopeptides undergo acyl transfer in chemical ligations via 7-, 10-, 11- and 12-membered cyclic transition states to yield natural peptides, representing the first examples of successful isopeptide ligations from N-acyl tryptophan units.

Original languageEnglish (US)
Pages (from-to)1594-7
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number10
DOIs
StatePublished - Feb 13 2013

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tryptophan
Tryptophan
peptides
Ligation
Peptides

Keywords

  • Acylation
  • Molecular Structure
  • Peptides
  • Stereoisomerism
  • Tryptophan
  • Journal Article

Cite this

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title = "Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states",
abstract = "N-Acyl tryptophan isopeptides undergo acyl transfer in chemical ligations via 7-, 10-, 11- and 12-membered cyclic transition states to yield natural peptides, representing the first examples of successful isopeptide ligations from N-acyl tryptophan units.",
keywords = "Acylation, Molecular Structure, Peptides, Stereoisomerism, Tryptophan, Journal Article",
author = "Panda, {Siva S}",
year = "2013",
month = "2",
day = "13",
doi = "10.1039/c3ob27421g",
language = "English (US)",
volume = "11",
pages = "1594--7",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "10",

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T1 - Ligations of N-acyl tryptophan units to give native peptides via 7-, 10-, 11- and 12-membered cyclic transition states

AU - Panda, Siva S

PY - 2013/2/13

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N2 - N-Acyl tryptophan isopeptides undergo acyl transfer in chemical ligations via 7-, 10-, 11- and 12-membered cyclic transition states to yield natural peptides, representing the first examples of successful isopeptide ligations from N-acyl tryptophan units.

AB - N-Acyl tryptophan isopeptides undergo acyl transfer in chemical ligations via 7-, 10-, 11- and 12-membered cyclic transition states to yield natural peptides, representing the first examples of successful isopeptide ligations from N-acyl tryptophan units.

KW - Acylation

KW - Molecular Structure

KW - Peptides

KW - Stereoisomerism

KW - Tryptophan

KW - Journal Article

U2 - 10.1039/c3ob27421g

DO - 10.1039/c3ob27421g

M3 - Article

C2 - 23361377

VL - 11

SP - 1594

EP - 1597

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 10

ER -