Abstract
Fluorophores based on 4-triazolyl, 7-hydroxy-4-triazolylmethyl, 4-O-triazolylmethyl, and 7-O-triazolylmethyl coumaryl-tagged amino acids and dipeptides were synthesized by copper-catalyzed [3+2] cycloaddition reaction between azido- or alkynyl-functionalized coumarins with alkynyl- or azido-functionalized amino acid and dipeptides in good-to-excellent yields. Steady-state absorption and the fluorescence properties of the synthesized conjugates were studied. The chemical applicability of these amino acid and peptide-based fluorophores was successfully demonstrated by their linear elongation by further tagging them with appropriate C- or N-terminus amino acid.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1415-1426 |
| Number of pages | 12 |
| Journal | Australian Journal of Chemistry |
| Volume | 68 |
| Issue number | 9 |
| DOIs | |
| State | Published - 2015 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
Synthesis, Absorption, and Fluorescence Studies of Coumaryl-Labelled Amino Acids and Dipeptides Linked Via Triazole Ring. / Panda, Siva S.
In: Australian Journal of Chemistry, Vol. 68, No. 9, 2015, p. 1415-1426.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis, Absorption, and Fluorescence Studies of Coumaryl-Labelled Amino Acids and Dipeptides Linked Via Triazole Ring
AU - Panda, Siva S.
PY - 2015
Y1 - 2015
N2 - Fluorophores based on 4-triazolyl, 7-hydroxy-4-triazolylmethyl, 4-O-triazolylmethyl, and 7-O-triazolylmethyl coumaryl-tagged amino acids and dipeptides were synthesized by copper-catalyzed [3+2] cycloaddition reaction between azido- or alkynyl-functionalized coumarins with alkynyl- or azido-functionalized amino acid and dipeptides in good-to-excellent yields. Steady-state absorption and the fluorescence properties of the synthesized conjugates were studied. The chemical applicability of these amino acid and peptide-based fluorophores was successfully demonstrated by their linear elongation by further tagging them with appropriate C- or N-terminus amino acid.
AB - Fluorophores based on 4-triazolyl, 7-hydroxy-4-triazolylmethyl, 4-O-triazolylmethyl, and 7-O-triazolylmethyl coumaryl-tagged amino acids and dipeptides were synthesized by copper-catalyzed [3+2] cycloaddition reaction between azido- or alkynyl-functionalized coumarins with alkynyl- or azido-functionalized amino acid and dipeptides in good-to-excellent yields. Steady-state absorption and the fluorescence properties of the synthesized conjugates were studied. The chemical applicability of these amino acid and peptide-based fluorophores was successfully demonstrated by their linear elongation by further tagging them with appropriate C- or N-terminus amino acid.
UR - http://www.scopus.com/inward/record.url?scp=84941044096&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84941044096&partnerID=8YFLogxK
U2 - 10.1071/CH14708
DO - 10.1071/CH14708
M3 - Article
VL - 68
SP - 1415
EP - 1426
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
SN - 0004-9425
IS - 9
ER -