Synthesis and photophysical studies of new pyrenylamino acids

Pereira, Goreti; Castanheira, Elisabete M. S.; Schellenberg, Peter; Belsley, M.; Ferreira, Paula M. T.; Monteiro, Luís S.

doi:10.1016/j.tet.2013.10.035

Cited by 2 publications

(1 citation statement)

References 37 publications

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“…A range of general methods have been developed for the synthesis of this class of fluorescent α-amino acid that involve a coupling reaction between an activated amino acid core and a suitably functionalised polyaromatic group. 54 A number of approaches utilise dehydroalanine derivatives in combination with either conjugate addition 55,56 or Diels-Alder reactions. 57 A Heck reaction between a vinylglycinol derivative and polyaromatic bromides has also been shown to be an effective key step for the synthesis of fluorescent polyaromatic α-amino acids (Scheme 16).…”

Section: Fluorescent Polyaromatic α-Amino Acidsmentioning

confidence: 99%

Recent advances in the synthesis and application of fluorescent α-amino acids

Harkiss

Sutherland

2016

Org. Biomol. Chem.

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Fluorescence spectroscopy has become a powerful technique for probing a range of complex biological processes including enzyme mechanisms and protein-protein interactions. While the application of this technique uses a number of strategies, many of these rely on the use of fluorescent α-amino acids. This review highlights the recent synthetic methods developed for the incorporation of highly conjugated chromophores into the side-chain of α-amino acids and the application of these compounds as probes for imaging in medicine and biology. In particular, the design and synthesis of α-amino acids bearing coumarin, flavone and polyaromatic derived chromophores is described.

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Section: Fluorescent Polyaromatic α-Amino Acidsmentioning

confidence: 99%