Biological properties of a new fluorescent biphalin fragment analogue

Andrzej W. Lipkowski, Aleksandra Misicka, Dariusz Kosson, Piotr Kosson, Magdalena Lachwa-From, Agnieszka Brodzik-Bienkowska, Victor J Hruby

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Previous studies of structure-activity of biphalin defined fragments which expressed the full biological potency of the parent compound. The most simple fragment was Tyr-D-Ala-Gly-Phe-NH-NH←X, where X = Phe, but it also could be other hydrophobic amino acids. This paper presents data that replacement of the phenylalanine with a dansyl (X = DNS) groups gives an analogue (AA2016) that fully preserves the high affinity of the initial analogue for both μ and δ opioid receptors. In the tail flick test in rats, intrathecal injection of the compound produces strong antinociception, comparable to the parent biphalin. Because AA2016 contains a strong fluorescent group, it can be a very useful tool for prospective studies in vivo, including biological barrier permeability, tissue distribution, metabolism and receptor-ligand complex formation.

Original languageEnglish (US)
Pages (from-to)893-897
Number of pages5
JournalLife Sciences
Volume70
Issue number8
DOIs
StatePublished - Jan 11 2002

Fingerprint

Spinal Injections
Opioid Receptors
Tissue Distribution
Phenylalanine
Metabolism
Tail
Rats
Permeability
Prospective Studies
Tissue
Ligands
Amino Acids
biphalin
tyrosyl-alanyl-glycyl-phenylalanine
fluorescent bezafibrate

Keywords

  • Analgesia
  • Fluorescence probe
  • Opioid peptides

ASJC Scopus subject areas

  • Pharmacology

Cite this

Lipkowski, A. W., Misicka, A., Kosson, D., Kosson, P., Lachwa-From, M., Brodzik-Bienkowska, A., & Hruby, V. J. (2002). Biological properties of a new fluorescent biphalin fragment analogue. Life Sciences, 70(8), 893-897. https://doi.org/10.1016/S0024-3205(01)01467-9

Biological properties of a new fluorescent biphalin fragment analogue. / Lipkowski, Andrzej W.; Misicka, Aleksandra; Kosson, Dariusz; Kosson, Piotr; Lachwa-From, Magdalena; Brodzik-Bienkowska, Agnieszka; Hruby, Victor J.

In: Life Sciences, Vol. 70, No. 8, 11.01.2002, p. 893-897.

Research output: Contribution to journalArticle

Lipkowski, AW, Misicka, A, Kosson, D, Kosson, P, Lachwa-From, M, Brodzik-Bienkowska, A & Hruby, VJ 2002, 'Biological properties of a new fluorescent biphalin fragment analogue', Life Sciences, vol. 70, no. 8, pp. 893-897. https://doi.org/10.1016/S0024-3205(01)01467-9
Lipkowski AW, Misicka A, Kosson D, Kosson P, Lachwa-From M, Brodzik-Bienkowska A et al. Biological properties of a new fluorescent biphalin fragment analogue. Life Sciences. 2002 Jan 11;70(8):893-897. https://doi.org/10.1016/S0024-3205(01)01467-9
Lipkowski, Andrzej W. ; Misicka, Aleksandra ; Kosson, Dariusz ; Kosson, Piotr ; Lachwa-From, Magdalena ; Brodzik-Bienkowska, Agnieszka ; Hruby, Victor J. / Biological properties of a new fluorescent biphalin fragment analogue. In: Life Sciences. 2002 ; Vol. 70, No. 8. pp. 893-897.
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