scholarly journals Solid‐phase synthesis of macrocyclic peptides via side‐chain anchoring of the ornithine δ‐amine

2021 ◽  
Author(s):  
Evert Peterse ◽  
Nico Meeuwenoord ◽  
Hans van den Elst ◽  
Gijsbert A van der Marel ◽  
Hermen S. Overkleeft ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Side Chain ◽  
Phase Synthesis ◽  
Macrocyclic Peptides

Comparison of the Potency of 8-L-Arginine, 8-D-Arginine and 8-D-Homoarginine Vasopressin Analogs with Substituted Phenylalanine in Position 2

1994 ◽  
Vol 59 (6) ◽  
pp. 1439-1450 ◽  
Author(s):  
Miroslava Žertová ◽  
Jiřina Slaninová ◽  
Zdenko Procházka
Keyword(s):  
Amino Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Basic Amino Acid ◽  
The Other ◽  
Side Chain ◽  
Inhibitory Potency ◽  
Phase Synthesis ◽  
Other Hand ◽  
Order Of Magnitude

An analysis of the uterotonic potencies of all analogs having substituted L- or D-tyrosine or -phenylalanine in position 2 and L-arginine, D-arginine or D-homoarginine in position 8 was made. The series of analogs already published was completed by the solid phase synthesis of ten new analogs having L- or D-Phe, L- or D-Phe(2-Et), L- or D-Phe(2,4,6-triMe) or D-Tyr(Me) in position 2 and either L- or D-arginine in position 8. All newly synthesized analogs were found to be uterotonic inhibitors. Deamination increases both the agonistic and antagonistic potency. In the case of phenylalanine analogs the change of configuration from L to D in position 2 enhances the uterotonic inhibition for more than 1 order of magnitude. The L to D change in position 8 enhances the inhibitory potency negligibly. Prolongation of the side chain of the D-basic amino acid in position 8 seems to decrease slightly the inhibitory potency if there is L-substituted amino acid in position 2. On the other hand there is a tendency to the increase of the inhibitory potency if there is D-substituted amino acid in position 2.

Side-Chain-AnchoredNα-Fmoc-Tyr-OPfp for Bidirectional Solid-Phase Synthesis

2005 ◽  
Vol 7 (9) ◽  
pp. 1703-1706 ◽  
Author(s):  
Christian A. Olsen ◽  
Malene R. Jørgensen ◽  
Steen H. Hansen ◽  
Matthias Witt ◽  
Jerzy W. Jaroszewski ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Side Chain ◽  
Phase Synthesis

Solid-phase synthesis of dipeptidic and pseudo-dipeptidic potential NOS inhibitors through a side-chain anchoring approach

2009 ◽  
pp. 133-134
Author(s):  
Youness Touati-Jallabe ◽  
Abdallah Hamzé ◽  
Gilbert Bergé ◽  
Claudia Verna ◽  
Anne-Dominique Lajoix ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Side Chain ◽  
Phase Synthesis ◽  
Nos Inhibitors

Automated Solid-Phase Synthesis of Cyclic Peptides Bearing a Side-Chain Tail Designed for Subsequent Chemical Grafting

1996 ◽  
Vol 242 (2) ◽  
pp. 180-186 ◽  
Author(s):  
Dominique Delforge ◽  
Muriel Art ◽  
Barbara Gillon ◽  
Marc Dieu ◽  
Edouard Delaive ◽  
...  
Keyword(s):  
Cyclic Peptides ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Side Chain ◽  
Phase Synthesis ◽  
Chemical Grafting ◽  
Subsequent Chemical
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