Conformationally rigid pyrazoloquinazoline α-amino acids: one- and two-photon induced fluorescence

  • Chem Commun (Camb). 2020 Feb 11;56(12):1887-1890. doi: 10.1039/c9cc09064a.
Jonathan D Bell  1 ,  Alexander H Harkiss  1 ,  David Nobis  1 ,  Eilidh Malcolm  1 ,  Astrid Knuhtsen  1 ,  Christopher R Wellaway  2 ,  Andrew G Jamieson  1 ,  Steven W Magennis  1 ,  Andrew Sutherland  1
Affiliations
  • 1. WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow, G12 8QQ, UK. [email protected].
  • 2. Medicinal Chemistry, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK.
PMID: 31956866 DOI: 10.1039/c9cc09064a
Abstract

The synthesis and photophysical properties of a new class of α-amino acid bearing a rigid pyrazoloquinazoline chromophore are described. Confromational constraint of the amino acid side-chains resulted in high emission quantum yields, while the demonstration of two-photon-induced fluorescence via near-IR excitation signifies their potential for sensitive bioimaging applications.

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