-transparent.png){kind=logo}
The cyclic, penicillamine(beta, beta dimethylcysteine)-containing enkephalin analogs, [D-Cys2, L-Pen5]-and [D-Cys2, D-Pen5]enkephalin and the corresponding bis-penicillamine analogs, [D-Pen2, L-Pen5]-and [D-Pen2, D-Pen5]enkephalin were synthesized and evaluated for opioid activity in the guinea pig ileum (GPI) and mouse vas deferens (MVD) bioassays and in rat brain and neuroblastoma-glioma cell membrane binding assays. These analogs all displayed delta receptor selectivity as assessed by IC50(GPI)/IC50(MVD) ratios and by their relative potencies for displacing [3H]naloxone (NAL) vs. [3H] [D-Ala2, D-Leu5]enkephalin (DADLE) from rat brain membrane preparations. For [D-Pen2, L-Pen5]- and [D-Pen2, D-Pen5]enkephalin the observed IC50(GPI)/IC50 (MVD) ratios (1088 and 3164) and IC50NAL/IC50DADLE ratios (371 and 175) represent a vast improvement over previously reported delta receptor selective ligands.
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
February 1987,
International journal of peptide and protein research,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
July 1981,
Biochemical and biophysical research communications,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
August 1992,
Journal of medicinal chemistry,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
November 1984,
Biopolymers,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
January 1994,
Journal of medicinal chemistry,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
January 1999,
Neuroimmunomodulation,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
August 1989,
International journal of peptide and protein research,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
April 2009,
Journal of peptide science : an official publication of the European Peptide Society,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
January 1999,
Methods in molecular medicine,
H I Mosberg, and
R Hurst, and
V J Hruby, and
K Gee, and
K Akiyama, and
H I Yamamura, and
J J Galligan, and
T F Burks
May 1985,
European journal of pharmacology,
