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Synthesis of Cyclic Peptides and Cyclic Proteins via Ligation of Peptide Hydrazides
ChemBioChem, 2012Intramolecular ligation of peptide hydrazides is reported to occur readily, causing the lactamization of fully unprotected peptides in an epimerization-free manner. This method relies on the routine procedures of Fmoc solid-phase peptide synthesis. It can be used to prepare cyclic peptides and cyclic proteins under simpler, mild conditions at lower ...
Ji-Shen, Zheng +4 more
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Studies on cyclic peptides. II. Synthesis of cyclic peptides containing sarcosine
Biopolymers, 1975AbstractCyclic peptides containing sarcosine, cyclo‐(Pro‐Sar‐Gly)2, cyclo‐(Sar‐Sar‐Gly)2, cyclo‐(Sar4), and cyclo‐(Sar6) have been synthesized by the cyclization of the p‐nitrophenyl ester of linear peptides. The tert‐butoxycarbonyl group was used as the Nα‐protecting group, which was removed by acid.
T, Sugihara, Y, Imanishi, T, Higashimura
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Cyclic, modified and conjegated peptides
1993The subject matter for this Chapter has again been allocated sub-headings that reflect main subject areas under which a reasonable number of publications have been cited. In the absence of a detailed keyword index, the sub-headings also provide continuity from previous volumes, so that searching the...
J. S. Davies, John S. Davies
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Fragmentation of biotinylated cyclic peptides
Rapid Communications in Mass Spectrometry, 2004Abstract Electrospray ionization coupled with tandem mass spectrometry (MS/MS) was used to determine the preferred binding site(s) of biotin NHS ester with a series of cyclic peptides with antibiotic properties.
Michael E, Lassman +2 more
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Synthesis of cyclic tryptathionine peptides
International Journal of Peptide and Protein Research, 1987The helicity of the tryptathionine moiety of the phallotoxins has been recognized by comparison with cyclic tryptathionine tripeptides. In order to investigate the influence of the configuration of the component amino acids on the conformation of the cyclic peptides, six analogue thioether tripeptides containing L‐ and D‐alanine and L‐ and D‐cysteine ...
Zanotti, G., Beijer, B., Wieland, T.
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Synthesis of Cyclic Endiamino Peptides
Journal of the American Chemical Society, 2005Several building blocks for endiamino peptides, as well as several cyclic endiamino peptides themselves, and pyrazin-6-one, which embodies the endiamino group, were prepared. The variety of synthesized compounds shows the potential of this synthesis in the preparation of many different groups of compounds.
Doron, Pappo +3 more
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Cyclic Peptide-Based and Cyclic Peptide–Polymer-Based Nanotubes
2021Rationally designed cyclic peptides (CPs), if composed of even numbers (e.g., 4, 6, 8, 10, or 12) of alternating d- and l-amino acid residues, could stack one another to appear as nanotube structures through self-assembly. The critical interaction to stabilize the nanotubes is an adjacent β-sheet-like intermolecular hydrogen bonding between ring-shaped
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Cyclic Peptide Synthesis with Thioacids
Organic Letters, 2010C-Terminal amino acid 9-fluorenylmethylthioesters may be carried through Boc chemistry solution phase peptide synthesis sequences. After insertion of the final residue in the form of an Fmoc carbamate, treatment with piperidine releases a seco-peptide as a C-terminal thioacid that on treatment with Sanger's reagent undergoes cyclization to a cyclic ...
Sasaki, Kaname, Crich, David
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A NOVEL CYCLIC OCTAPEPTIDE AS AN ANALOGUE OF CYCLIC PEPTIDE IN TRIOSTIN A
Preparative Biochemistry and Biotechnology, 2002This paper reported an ongoing study of cyclic peptides as carriers of potential anti-tumor agents. In an effort to carry out anti-cancer drug design, we synthesized another novel cyclic peptide as the analogue of the cyclic peptide in Triostin A. The linear peptide chains were synthesized by coupling protected amino acid residues according to Pfp/DCC ...
Pin, Yang, Yufei, Song
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Synthesis of cyclic α-MSH peptides
Letters in Peptide Science, 1998Cyclic lactam analogs of α-melanocyte stimulating hormone (α-MSH) have been shown to be potent agonists in the frog skin bioassay [Al-Obeidi, F. et al., J. Med. Chem., 32 (1989) 2555], demonstrating melanocortin-1 (MC1) receptor activity. We synthesized cyclic α-MSH(1-13) and α-MSH(4-10) lactam analogs.
Gispen, W.H. +5 more
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