נגישות
menu      
Advanced Search
Syntax
Search...
Volcani treasures
About
Terms of use
Manage
Community:
אסיף מאגר המחקר החקלאי
Powered by ClearMash Solutions Ltd -
Backbone cyclization of the C-terminal part of substance P. Part 1: The important role of the sulphur in position 11
Year:
1996
Source of publication :
Journal of Peptide Science
Authors :
Zeltser, Irina
;
.
Volume :
2
Co-Authors:
Bitan, G., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Zeltser, I., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Byk, G., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Halle, D., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Mashriki, Y., Laboratory of Experimental Surgery, Hadassah University Hospital, Mount Scopus, Jerusalem, Israel
Gluhov, E.V., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Sukhotinsky, I., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Hanani, M., Laboratory of Experimental Surgery, Hadassah University Hospital, Mount Scopus, Jerusalem, Israel
Selinger, Z., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Gilon, C., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel, Department of Organic Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem 91904, Israel
Facilitators :
From page:
261
To page:
269
(
Total pages:
9
)
Abstract:
Novel backbone-to-side chain and backbone-to-backbone cyclic analogues of substance P (SP) were prepared by solid-phase synthesis and screened for biological activity. An analogue containing a thioetherlactam ring between positions 9 and 11 showed an EC50 value of 20 nM toward the neurokinin 1 (NK-1) and was inactive toward the NK-2 and NK-3 receptors. On the other hand, in a multiple backbone cyclic peptide library of similar analogues, in which the sulphur was excluded from the ring, very low activity was detected. The activity was re-evaluated and was found to be even lower (EC50 = 0.11 mM) than the previously published data. These results indicate that the thioether moiety has a crucial role in receptor activation. The results also show tolerance of the NK-1 receptor, but not NK-2 or NK-3, to cyclization of the C-terminal portion of the SP6-11 hexapeptide.
Note:
Related Files :
Animal
Animals
Bioassay
cyclopeptide
drug derivative
drug effect
metabolism
Peptides, Cyclic
Synthesis
Show More
Related Content
More details
DOI :
Article number:
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
19974
Last updated date:
02/03/2022 17:27
Creation date:
16/04/2018 23:33
You may also be interested in
Scientific Publication
Backbone cyclization of the C-terminal part of substance P. Part 1: The important role of the sulphur in position 11
2
Bitan, G., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Zeltser, I., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Byk, G., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Halle, D., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Mashriki, Y., Laboratory of Experimental Surgery, Hadassah University Hospital, Mount Scopus, Jerusalem, Israel
Gluhov, E.V., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Sukhotinsky, I., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Hanani, M., Laboratory of Experimental Surgery, Hadassah University Hospital, Mount Scopus, Jerusalem, Israel
Selinger, Z., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel
Gilon, C., Depts. of Organ. and Biol. Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem, Israel, Department of Organic Chemistry, Hebrew University of Jerusalem, Givat-Ram, Jerusalem 91904, Israel
Backbone cyclization of the C-terminal part of substance P. Part 1: The important role of the sulphur in position 11
Novel backbone-to-side chain and backbone-to-backbone cyclic analogues of substance P (SP) were prepared by solid-phase synthesis and screened for biological activity. An analogue containing a thioetherlactam ring between positions 9 and 11 showed an EC50 value of 20 nM toward the neurokinin 1 (NK-1) and was inactive toward the NK-2 and NK-3 receptors. On the other hand, in a multiple backbone cyclic peptide library of similar analogues, in which the sulphur was excluded from the ring, very low activity was detected. The activity was re-evaluated and was found to be even lower (EC50 = 0.11 mM) than the previously published data. These results indicate that the thioether moiety has a crucial role in receptor activation. The results also show tolerance of the NK-1 receptor, but not NK-2 or NK-3, to cyclization of the C-terminal portion of the SP6-11 hexapeptide.
Scientific Publication
You may also be interested in