Chromophoric Azo Reagents for Amino Acid and Peptide Labelling

Fraga, Susana M. B.; Gonçalves, M. Sameiro T.; Moura, José J. G.; Rani, K. Suchitra

doi:10.1002/ejoc.200300692

Cited by 13 publications

(3 citation statements)

References 24 publications

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“…of the azo derivatives are close to those given in the literature for compounds with similar structures [36][37][38][39][40][41].…”

Section: Determination Of Protonation Constants Of Investigated Compoundssupporting

confidence: 86%

“…The calculated values of the constants by the two methods coincide within the confidence interval (Table 1), confirming their determination accuracy. The values of pKa constants of the azo derivatives are close to those given in the literature for compounds with similar structures [36][37][38][39][40][41].…”

Section: Determination Of Protonation Constants Of Investigated Compoundssupporting

confidence: 84%

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Complex Activity and Sensor Potential toward Metal Ions in Environmental Water Samples of N-Phthalimide Azo-Azomethine Dyes

et al. 2021

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Herein, the spectral and electrochemical characterizations of three different substituted N-phthalimide azo-azomethine (NAA) dyes (L) containing an o-hydroxy group and their NAA-M(II) chelates [M(II): Cu, Ni, Co, Pb] were reported by using UV–Vis and fluorescence spectroscopy and potentiometric and voltamperometric techniques. The pK value of the dyes as well as the stoichiometry and stability of the NAA-metal chelates were studied, and the stoichiometry was found to be mostly 1:2 (ML2) with high complex stability constant values. The sensor activity of N-phthalimide azo-azomethine derivatives toward pH and metal ions has been also investigated and tested for indicator application in acid–base analysis and detection of Cu(II) ions in real samples of surface river water using voltamperometric detection. The results showed that one of the ligands possesses the highest electrochemical response upon binding to copper ions and could be successfully used in the analysis of copper in water at a concentration range of the analyte from 3.7 × 10−7 to 5.0 × 10−6 mol L−1, with analytical characteristics of the method being Sr = 1.5%, LOD = 3.58 µg L−1 and LOQ =11.9 µg L−1

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“…of the azo derivatives are close to those given in the literature for compounds with similar structures [36][37][38][39][40][41].…”

Section: Determination Of Protonation Constants Of Investigated Compoundssupporting

confidence: 86%

Section: Determination Of Protonation Constants Of Investigated Compoundssupporting

confidence: 84%

Complex Activity and Sensor Potential toward Metal Ions in Environmental Water Samples of N-Phthalimide Azo-Azomethine Dyes

et al. 2021

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“…13 Other examples include neuronal detection after cerebral ischemia, 14 determination of enzymatic activity in living cells, 15 bacterial identification 16 and erythroblast determination in blood by flow cytometry. 17 Following our previous work with carboxylic acid derivative temporary markers in peptide chemistry, [18][19][20] we have now prepared new functionalised benzo[a]phenoxazininium salts. In order to explore eventual coupling of these fluorophores to biomolecules a carboxylic acid or ester (which can be hydrolysed) was chosen as the reactive functional group, and this was achieved by using the corresponding naphthyl carboxylic acid or ethyl ester precursor.…”

mentioning

confidence: 99%

Synthesis and fluorescence properties of side-chain carboxylated 5,9-diaminobenzo[a]phenoxazinium salts

Frade

Gonçalves

Moura

2005

Tetrahedron Letters

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Amino‐acid‐functionalized solvatochromic probes

Schreiter¹,

Spange²

2008

J of Physical Organic Chem

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N‐(4‐nitrophenyl)‐L‐proline (2) has been obtained by a nucleophilic aromatic substitution reaction of 4‐fluoronitrobenzene with L‐proline. The corresponding amide derivatives 3–5 have been synthesized by peptide coupling of 2 with different amino acid derivatives and chiral amines. Solvatochromism of the long‐wavelength UV/Vis band in the electronic absorption spectra of the compounds 2–5 has been studied and analyzed using the empirical Kamlet–Taft solvent polarity parameters π* (dipolarity/polarizability), α (hydrogen bond donating ability), and β (hydrogen bond accepting ability). Reasonable Kamlet–Taft solvatochromic correlations (r > 0.95) were established for the three amide derivatives 3–5 in a range of common solvents and three room temperature ionic liquids (RTILs). The UV/Vis absorption of the 4‐nitroaniline derivative 2 showed a hypsochromic shift with increasing concentration due to intermolecular hydrogen bonded aggregate formation in protic solvents, which is not observed for compounds 3–5. Copyright © 2008 John Wiley & Sons, Ltd.

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Chromophoric Azo Reagents for Amino Acid and Peptide Labelling

Cited by 13 publications

References 24 publications

Complex Activity and Sensor Potential toward Metal Ions in Environmental Water Samples of N-Phthalimide Azo-Azomethine Dyes

Complex Activity and Sensor Potential toward Metal Ions in Environmental Water Samples of N-Phthalimide Azo-Azomethine Dyes

Synthesis and fluorescence properties of side-chain carboxylated 5,9-diaminobenzo[a]phenoxazinium salts

Amino‐acid‐functionalized solvatochromic probes

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