Novel protecting group for Fmoc/tBu solid-phase synthesis of side-chain carboxy-modified peptides

Peptides 1994 ◽  
1995 ◽  
pp. 153-154 ◽  
Author(s):  
W. C. Chan ◽  
B. W. Bycroft ◽  
D. J. Evans ◽  
P. D. White
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Side Chain ◽  
Protecting Group ◽  
Phase Synthesis ◽  
Modified 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.

Solid-phase synthesis of 4-aminopiperidine analogues using the Alloc protecting group: an investigation of Alloc removal from secondary amines

2001 ◽  
Vol 42 (27) ◽  
pp. 4471-4474 ◽  
Author(s):  
Dolors Fernández-Forner ◽  
Gaspar Casals ◽  
Eloı́sa Navarro ◽  
Hamish Ryder ◽  
Fernando Albericio
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Secondary Amines ◽  
Protecting Group ◽  
Phase Synthesis

Backbone Amide Linker Strategies for the Solid-Phase Synthesis of C-Terminal Modified Peptides

ChemInform ◽  
2006 ◽  
Vol 37 (9) ◽  
Author(s):  
Jordi Alsina ◽  
Steven A. Kates ◽  
George Barany ◽  
Fernando Albericio
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Backbone Amide ◽  
Modified Peptides ◽  
Backbone Amide Linker

The tert.-Butyloxycarbonyl-(Boc) Group, a Suitable 2?-OH-Protecting Group in Oligoribonucleotide Solid-Phase Synthesis

1994 ◽  
Vol 336 (3) ◽  
pp. 233-236 ◽  
Author(s):  
G�nter Losse ◽  
Wolfgang Naumann ◽  
Andrea Winkler ◽  
Gabriele S�ptitz
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Protecting Group ◽  
Phase Synthesis ◽  
Group A

Solid-phase synthesis ofC-terminally modified peptides

2006 ◽  
Vol 12 (11) ◽  
pp. 686-692 ◽  
Author(s):  
Hefziba T. Ten Brink ◽  
Joris T. Meijer ◽  
Remon V. Geel ◽  
Mark Damen ◽  
Dennis W. P. M. Löwik ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Modified Peptides

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
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