Novel fluorescent aminoxy acids and aminoxy hybrid peptides

Alan R. Katritzky; Abdelmotaal Abdelmajeid; Srinivasa R. Tala; M. S. Amine; Peter J. Steel

doi:10.1055/s-0030-1258345

Novel fluorescent aminoxy acids and aminoxy hybrid peptides

Alan R. Katritzky, Abdelmotaal Abdelmajeid, Srinivasa R. Tala, M. S. Amine, Peter J. Steel

Medicinal Chemistry

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11 Scopus citations

Abstract

α-Aminoxy acid conjugates and hybrid α-aminoxy dipeptide conjugates showing blue to green fluorescence (with quantum yields 0.23-0.71) were synthesized (75-92% yield) from N-acylbenzotriazoles. 7-Methoxycoumarin derivatives were obtained (quantum yields φ0.35-0.71) that could be suitable for peptide assays. The wavelengths of the absorption maxima (λ_Abs) and the fluorescence emission maxima (λ_Em) and the quantum yields (φ) of some coumarin-3-ylcarbonyl aminoxy acid conjugates were comparable to those of the analogous amino acid derivatives.

Original language	English (US)
Pages (from-to)	83-90
Number of pages	8
Journal	Synthesis
Issue number	1
DOIs	https://doi.org/10.1055/s-0030-1258345
State	Published - 2011

Bibliographical note

Copyright:
Copyright 2011 Elsevier B.V., All rights reserved.

Keywords

acylations
amino acids
aminoxy acids
fluorescence
peptides

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10.1055/s-0030-1258345

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abstract = "α-Aminoxy acid conjugates and hybrid α-aminoxy dipeptide conjugates showing blue to green fluorescence (with quantum yields 0.23-0.71) were synthesized (75-92% yield) from N-acylbenzotriazoles. 7-Methoxycoumarin derivatives were obtained (quantum yields φ0.35-0.71) that could be suitable for peptide assays. The wavelengths of the absorption maxima (λAbs) and the fluorescence emission maxima (λEm) and the quantum yields (φ) of some coumarin-3-ylcarbonyl aminoxy acid conjugates were comparable to those of the analogous amino acid derivatives.",

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T1 - Novel fluorescent aminoxy acids and aminoxy hybrid peptides

AU - Katritzky, Alan R.

AU - Abdelmajeid, Abdelmotaal

AU - Tala, Srinivasa R.

AU - Amine, M. S.

AU - Steel, Peter J.

PY - 2011

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AB - α-Aminoxy acid conjugates and hybrid α-aminoxy dipeptide conjugates showing blue to green fluorescence (with quantum yields 0.23-0.71) were synthesized (75-92% yield) from N-acylbenzotriazoles. 7-Methoxycoumarin derivatives were obtained (quantum yields φ0.35-0.71) that could be suitable for peptide assays. The wavelengths of the absorption maxima (λAbs) and the fluorescence emission maxima (λEm) and the quantum yields (φ) of some coumarin-3-ylcarbonyl aminoxy acid conjugates were comparable to those of the analogous amino acid derivatives.

KW - acylations

KW - amino acids

KW - aminoxy acids

KW - fluorescence

KW - peptides

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Novel fluorescent aminoxy acids and aminoxy hybrid peptides

Abstract

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Keywords

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