Synthesis of protected peptides from the human IgG1 hinge region on PEG support using disulfide bond synthons and alkaline or enzymatic detachment

@article{Niederhafner2006SynthesisOP,
  title={Synthesis of protected peptides from the human IgG1 hinge region on PEG support using disulfide bond synthons and alkaline or enzymatic detachment},
  author={P. Niederhafner and M. {\vS}afař{\'i}k and Jaroslav {\vS}ebest{\'i}k and V. Gut and P. Maloň and J. Hlav{\'a}{\vc}ek},
  journal={Tetrahedron Letters},
  year={2006},
  volume={47},
  pages={1023-1025}
}
Abstract Peptides from the hinge region of human IgG1 are potential defined carriers of synthetic immunogens. Their synthesis was carried out on the soluble support—PEG-OMe 2000 using disulfide bond synthons. The loading capacity of the polymer was increased twofold by anchoring the lysine as a simple branching unit. The amino acid leucine was used as an enzymatically cleavable linker. Peptide detachment from the polymer was performed either by classical ester bond saponification or newly by… Expand
Synthetic study on cystinyl peptides using solution and solid phase methodology: human IgG1 hinge region
TLDR
In the solid phase synthesis of hexadecapeptide 1c, the time necessary for the formation of disulfide bonds between linear precursors was shortened four times by the action of pure oxygen in buffered solution, in comparison with air oxidation. Expand
Synthesis of cholic acid-terminated dendritic lysine-block-poly(ethylene glycol)-block-dendritic lysine and its enhanced ability to solubilize Paclitaxel in water
Paclitaxel, a chemotherapeutic drug used to inhibit mitosis in cancer cells, requires the use of the solubilizer Cremophor EL due to its poor water solubility. However, Cremophor EL is associatedExpand
Enzyme catalysis on solid surfaces.
TLDR
The range of enzyme-catalysed reactions that have been successfully performed on the solid phase are reviewed and their application in biotechnology is discussed. Expand

References

SHOWING 1-8 OF 8 REFERENCES
Fully synthetic immunogens. Part I. Kinetic studies on air oxidation of the human IgG1 bis-cysteinyl fragment 225-232
Abstract Air oxidation of the human IgG1 heavy chain bis-cysteinyl fragment 225-232 was found to produce in unexpected high yields (90%) the parallel dimer as it occurs in the native immunoglobulinExpand
Synthesis of the bis-cystinyl-fragment 225-232/225'-232' of the human IgGl hinge region.
TLDR
Thiol disulfide interchange experiments on the antiparallel dimer led to over 90% conversion to the parallel isomer, thus strongly suggesting that this sequence portion contains sufficient structural information for a correct assembly of the two heavy chains of immunoglobulins without decisive contribution of a protein disulfides isomerase. Expand
Fully synthetic immunogens. Part II. Studies on parallel dimerization of the human IgG1 hinge-fragment 225-232 with N- or C-terminal gastrin related extensions.
TLDR
This protein subdomain-the hinge-peptide-is therefore well suited as core molecule for the design of fully synthetic immunogens with multiple attachment of antigenic determinants. Expand
Fully synthetic immunogens. Part III. Synthesis of hinge-peptide/gastrin conjugates and their immunological properties.
TLDR
The findings show that the two gastrin constructs are fully competent immunogens, and the gastrin receptor-like specificity of the antibodies indicates that both the synthetic hybrids and the cytochrome c conjugate allow for expression of a little-gastrin-specific conformational epitope similar to the bioactive structure of this hormone. Expand
Die Verwendung von Pentafluorphenylestern bei Peptidsynthesen
Die Synthese der Pentafluorphenylester von Boc-Aminosauren und geschutzten Peptiden wird beschrieben. Das Ziel der Untersuchungen war die racemisierungsfreie Herstellung der Pentafluorphenylester vonExpand
Poly(Ethylene Glycol) Chemistry Biotechnical and Biomedical Applications
Introduction to Biotechnical and Biomedical Applications of Poly(Ethylene Glycol) J.M. Harris. Water Structure and PEG Solutions by DSC Measurement K.P. Antonsen, A.S. Hoffman. Molecular SimulationExpand
Immunoglobulin G: functional sites.
  • D. Burton
  • Biology, Medicine
  • Molecular immunology
  • 1985