Abstract
L-2-amino-3-(6,7-dimethoxy-4-coumaryl)-propionic acid (L-Adp), as a non-proteinogenic fluorescent amino acid has been synthesized by a highly stereoselective routine (>99.5%). This fluorescent amino acid, as fluorophore-quencher pair, may be used to study peptide assays. For enantiomeric excess determination, the racemic D-Adp (D-2-amino-3-(6,7-dimethoxy-4-coumaryl)-propionic acid) has also been synthesized.
Similar content being viewed by others
References
Knight, C. G., Biochem. J., 274 (1991) 45.
Barrett, A. G., Knight, C. G., Brown, M. A. and Tisljar, U., Biochem. J., 260 (1991) 259.
Kele, P., Illyés, E., Mezö, G., Dóda, M., Mák, M., Kaposi, A. D. and Sebestyén, F., Lett. Pept. Sci., 6 (1999) 235.
Knight, C. G., Lett. Pept. Sci., 5 (1998) 1.
Kele, P., Sui, G., Huo, Q. and Leblanc, R. M., Tetrahedron: Asymmetry, 11 (2000) 4959.
Bennet, F. A., Barlow, D. J., Dodoo, A. N. O., Hider, R. C., Lansley, A. B., Lawrence, M. J., Marriott, C. and Bansal, S. S., Tetrahedron Letters, 38 (1997) 7449.
Oppolzer, W., Moretti, R. and Zhou, C., Helv. Chim. Acta, 77 (1994) 2363.
Izumi, Y., Chibata, I. and Itoh, T., Angew. Chem., Int. Ed. Engl., 17 (1978) 176.
Williams, R. M. and Inn, M.-N., J. Am. Chem. Soc., 113 (1991) 9276.
Masaoka, Y., Sakakibara, M. and Mori, K., Agric. Biol. Chem., 46 (1982) 2319.
Aberhardt, D. J., Cotting, J.-A. and Lin, H.-J., Anal. Biochem., 151 (1985) 88.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Sui, G., Kele, P., Orbulescu, J. et al. Synthesis of a coumarin based fluorescent amino acid. Letters in Peptide Science 8, 47–51 (2001). https://doi.org/10.1023/A:1014280017576
Issue Date:
DOI: https://doi.org/10.1023/A:1014280017576