NMR conformational analysis on cyclic decapeptide template molecule

1999 ◽  
Vol 77 (8) ◽  
pp. 1394-1404 ◽  
Author(s):  
Zhenghong Peng
Keyword(s):  
Conformational Analysis ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Template Molecule ◽  
Type Ii ◽  
Proton Nmr Spectroscopy ◽  
Phase Synthesis ◽  
Synthetic Proteins ◽  
Β Sheet

We report the synthesis and conformational analysis of a series of cyclic and bicyclic decapeptide templates for combinatorial chemistry. The peptides were synthesized via solid phase synthesis and followed by solution cyclization. The conformation of the peptides was studied by proton NMR spectroscopy in DMSO and in TFE-water. The structure of the peptide template was calculated with the program DIANA and followed by SA from the NMR experimental constraints. The peptide adopts a fold comprising two β-strands and two type II β-turns. The design of such a restained cyclic decapeptide template will be discussed along with Template Assembled Synthetic Proteins (TASP).Key words: solid phase peptide synthesis, cyclic decapeptide, NMR, conformational analysis, β-sheet.

N-Hydroxy peptides: solid-phase synthesis and β-sheet propensity

2020 ◽  
Vol 18 (19) ◽  
pp. 3690-3696 ◽  
Author(s):  
Matthew P. Sarnowski ◽  
Juan R. Del Valle
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Backbone Amide ◽  
Β Sheet

Backbone amide hydroxylation of peptide strands enhances β-hairpin folding.

Synthesis of Casein-Related Peptides and Phosphopeptides. II. The Solid-Phase Synthesis of the Nonphosphorylated Octapeptide Corresponding to Region-14-21 of Bovine β-Casein-A2

1987 ◽  
Vol 40 (8) ◽  
pp. 1389 ◽  
Author(s):  
JW Perich ◽  
NJ Langford ◽  
RB Johns
Keyword(s):  
Mass Spectrometry ◽  
Structural Analysis ◽  
Peptide Synthesis ◽  
Fast Atom Bombardment ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Phase Synthesis

The octapeptide CF3C02-. + H2-Glu-Ser-Leu-Ser-Ser-Ser-Glu-Glu-OH (1) was synthesized by the Boc-mode of solid-phase peptide synthesis and hydrogenolytic cleavage of the assembled peptide from the resin support. The 13C n.m.r. spectrum of the octapeptide is presented along with its structural analysis by fast-atom bombardment (f.a.b.) mass spectrometry.

Synthesis of Asparagusic Acid Modified Lysine and its Application in Solid-Phase Synthesis of Peptides with Enhanced Cellular Uptake

Synlett ◽  
2017 ◽  
Vol 29 (10) ◽  
pp. 1289-1292 ◽  
Author(s):  
Pablo Rivera-Fuentes ◽  
Alina Tirla ◽  
Moritz Hansen
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Cellular Uptake ◽  
Building Block ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Live Cells ◽  
Phase Synthesis ◽  
Scalable Synthesis

Cyclic disulfides, such as asparagusic acid, enhance the uptake of a variety of cargoes into live cells. Here, we report a robust and scalable synthesis of an asparagusic acid modified lysine. This amino acid can be used in solid-phase peptide synthesis. We confirmed that incorporation of this building block into the sequence of a peptide increases its cellular uptake substantially.

scholarly journals Solid-phase synthesis, conformational analysis and in vitro cleavage of synthetic human synaptobrevin II 1-93 by tetanus toxin L chain

1994 ◽  
Vol 222 (1) ◽  
pp. 173-181 ◽  
Author(s):  
Fabrice CORNILLE ◽  
Nathalie GOUDREAU ◽  
Damien FICHEUX ◽  
Heiner NIEMANN ◽  
Bernard P. ROQUES
Keyword(s):  
Conformational Analysis ◽  
Tetanus Toxin ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis

Diaminodiacid-based solid-phase synthesis of all-hydrocarbon stapled α-helical peptides

2015 ◽  
Vol 13 (22) ◽  
pp. 6286-6290 ◽  
Author(s):  
Feng-Liang Wang ◽  
Ye Guo ◽  
Si-Jian Li ◽  
Qing-Xiang Guo ◽  
Jing Shi ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Building Blocks ◽  
Helical Peptides ◽  
Phase Synthesis

An alternative stapling strategy is described herein using Fmoc-solid phase peptide synthesis (SPSS) that employed pre-prepared diaminodiacid building blocks to introduce all-hydrocarbon staples into peptides by on-resin cyclization.

Solid-Phase Synthesis of Peptides via a,β-Unsaturated Amino Acids. Incorporation of the Amide Gronp in encZo-Positions

1981 ◽  
Vol 36 (10) ◽  
pp. 1345-1348 ◽  
Author(s):  
Kosaku Nöda ◽  
Erhard Gross
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Phase Synthesis ◽  
Unsaturated Amino Acids ◽  
Model Peptides

Abstract Dehydroalanine is introduced as pseudoprotecting group for the to-amide function of Asn and Gin in solid-phase peptide synthesis. Using Boc-X(Dha-NHMe)-OH (X = Asp or Glu), the model peptides, L-Leu-L-Asn-Gly-NH2 and L-Leu-Lr-Gln-Gly-NH2, were synthesized

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