TY - JOUR
T1 - Biological properties of a new fluorescent biphalin fragment analogue
AU - Lipkowski, Andrzej W.
AU - Misicka, Aleksandra
AU - Kosson, Dariusz
AU - Kosson, Piotr
AU - Lachwa-From, Magdalena
AU - Brodzik-Bienkowska, Agnieszka
AU - Hruby, Victor J.
N1 - Funding Information:
We thank The National Institute of Drug Abuse, U.S. Public Health Service Grant DA 06284 and the Medical Research Centre of Polish Academy of Sciences for supporting this work. The views expressed here are those of the authors and do not necessarily reflect those of the USPHS.
PY - 2002/1/11
Y1 - 2002/1/11
N2 - 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.
AB - 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.
KW - Analgesia
KW - Fluorescence probe
KW - Opioid peptides
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U2 - 10.1016/S0024-3205(01)01467-9
DO - 10.1016/S0024-3205(01)01467-9
M3 - Article
C2 - 11853227
AN - SCOPUS:0037059578
SN - 0024-3205
VL - 70
SP - 893
EP - 897
JO - Life Sciences
JF - Life Sciences
IS - 8
ER -