| Development of a Hypersensitive Periodate-Cleavable Amino Acid that is Methionine- and Disulfide-Compatible and its Application in MHC Exchange Reagents for T Cell Characterisation. | |
| | |
MedLine Citation:
|
PMID: 23280887 Owner: NLM Status: In-Data-Review |
Abstract/OtherAbstract:
|
Incorporation of cleavable linkers into peptides and proteins is of particular value in the study of biological processes. Here we describe the synthesis of a cleavable linker that is hypersensitive to oxidative cleavage as the result of the periodate reactivity of a vicinal amino alcohol moiety. Two strategies directed towards the synthesis of a building block suitable for solid-phase peptide synthesis were developed: a chemoenzymatic route, involving L-threonine aldolase, and an enantioselective chemical route; these led to α,γ-diamino-β-hydroxybutanoic acids in diastereoisomerically mixed and enantiopure forms, respectively. Incorporation of the 1,2-amino alcohol linker into the backbone of a peptide generated a conditional peptide that was rapidly cleaved at very low concentrations of sodium periodate. This cleavable peptide ligand was applied in the generation of MHC exchange reagents for the detection of antigen-specific T cells in peripheral blood cells. The extremely low concentration of periodate required to trigger MHC peptide exchange allowed the co-oxidation of methionine and disulfide residues to be avoided. Conditional MHC reagents hypersensitive to periodate can now be applied without limitations when UV irradiation is undesired or less practical. |
| | |
Authors:
|
Alessia Amore; Kim Wals; Evelyn Koekoek; Rieuwert Hoppes; Mireille Toebes; Ton N M Schumacher; Boris Rodenko; Huib Ovaa |
Related Documents
:
|
19828817 - Gamma-secretase: successive tripeptide and tetrapeptide release from the transmembrane ... 11877487 - Specificity of tissue transglutaminase explains cereal toxicity in celiac disease. 14675907 - Genetics, lifestyle and the roles of amyloid beta and oxidative stress in alzheimer's d... 12212797 - Using peptide nucleic acids as gene-expression modifiers to reduce beta-amyloid levels. 6111447 - Isolation and characterization of rat hypothalamic somatostatin-14. 15062087 - Structural insights into the stability and flexibility of unusual erythroid spectrin re... |
Publication Detail:
|
Type: Journal Article |
Journal Detail:
|
Title: Chembiochem : a European journal of chemical biology Volume: 14 ISSN: 1439-7633 ISO Abbreviation: Chembiochem Publication Date: 2013 Jan |
Date Detail:
|
Created Date: 2013-01-02 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 100937360 Medline TA: Chembiochem Country: Germany |
Other Details:
|
Languages: eng Pagination: 123-31 Citation Subset: IM |
Copyright Information:
|
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
Affiliation:
|
Division of Cell Biology, The Netherlands Cancer Institute, Plesmanlaan 121, 1066 CX Amsterdam (the Netherlands). |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Improved first-pass spiral myocardial perfusion imaging with variable density trajectories.
Next Document: REPORTS OF DRINKING TO SELF-MEDICATE ANXIETY SYMPTOMS: LONGITUDINAL ASSESSMENT FOR SUBGROUPS OF INDI...