Title data
Zoldák, Gabriel ; Aumüller, Tobias ; Lücke, Christian ; Hritz, Jozef ; Oostenbrink, Chris ; Fischer, Gunter ; Schmid, Franz X.:
A library of fluorescent peptides for exploring the substrate specificities of prolyl isomerases.
In: Biochemistry.
Vol. 48
(2009)
Issue 43
.
- pp. 10423-10436.
ISSN 1520-4995
DOI: https://doi.org/10.1021/bi9014242
Abstract in another language
To fully explore the substrate specificities of prolyl isomerases, we synthesized a library of 20 tetrapeptides that are labeled with a 2-aminobenzoyl (Abz) group at the amino terminus and a p-nitroanilide (pNA) group at the carboxy terminus. In this peptide library of the general formula Abz-Ala-Xaa-Pro-Phe-pNA, the position Xaa before the proline is occupied by all 20 proteinogenic amino acids. A conformational analysis of the peptide by molecular dynamics simulations and by NMR spectroscopy showed that the mutual distance between the Abz and pNA moieties in the peptides depends on the isomeric state of the Xaa-Pro bond. In the cis, but not in the trans form, there are significant chemical shift changes of the Abz and pNA moieties, because their aromatic rings are close to each other. This proximity also leads to a strong quenching of Abz fluorescence, which, in combination with a solvent jump, was used to devise a sensitive assay for prolyl isomerases. Unlike the traditional assay, it is not coupled with peptide proteolysis and thus can be employed for protease-sensitive prolyl isomerases as well. The peptide library was used to provide a complete set of P1-site specificities for prototypic human members of the three prolyl isomerase families, FKBP12, cyclophilin 18, and parvulin 14. In a second application, the substrate specificity of SlyD, a protease-sensitive prolyl isomerase from Escherichia coli, was characterized and compared with that of human FKBP12 as well as with homologues from other bacteria.
Further data
Item Type: | Article in a journal |
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Refereed: | Yes |
Additional notes: | PubMed-ID: 19785464 |
Institutions of the University: | Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Former Professors > Professor Biochemistry - Univ.-Prof. Dr. Franz Xaver Schmid Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Professorship Biochemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Former Professors |
Result of work at the UBT: | Yes |
DDC Subjects: | 500 Science > 540 Chemistry |
Date Deposited: | 23 Apr 2015 08:11 |
Last Modified: | 20 Apr 2022 12:28 |
URI: | https://eref.uni-bayreuth.de/id/eprint/10560 |