Design and characterization of stimuli-responsive FLAG-tag analogues and the illumination-induced modulation of their interaction with antibody 4E11

Biotechnology Progress

Volumn 22, Issue 4, 2006, Pages 1170-1178

  Pöhner, Claudia ^a   Hilbrig, Frank ^a   Jérôme, Valérie ^a   Freitag, Ruth ^a  

^a UNIVERSITY OF BAYREUTH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODIES; APPROXIMATION THEORY; CHROMATOGRAPHY; ISOMERIZATION; MODULATION; VISIBILITY;

BINDING STRENGTH; PEPTIDES; PHOTOPEPTIDES; PHOTORESPONSIVE;

AMINO ACIDS;

FLAG PEPTIDE; MONOCLONAL ANTIBODY; PEPTIDE;

ANTIGEN ANTIBODY REACTION; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; LIGHT; PHOTOCHEMISTRY; RADIATION EXPOSURE; SYNTHESIS; TIME; ULTRAVIOLET RADIATION;

ANTIBODIES, MONOCLONAL; ANTIGEN-ANTIBODY REACTIONS; LIGHT; MOLECULAR STRUCTURE; PEPTIDES; PHOTOCHEMISTRY; TIME FACTORS; ULTRAVIOLET RAYS;

EID: 33747192019     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1021/bp060011h     Document Type: Article

References (21)

1. Willner, I.; Willner, B. Photochemical biomolecular switches: The route to optobioelectronics. In Molecular switches; Feringa, B. L., Ed.; Wiley-VCH: Weinheim, Germany, 2001.
2. Ciardelli, F.; Pieroni, O. Photoswitchable polypeptides. In Molecular switches; Feringa, B. L., Ed.; Wiley-VCH: Weinheim, Germany, 2001; pp 399-441.
3. Behrendt, R.; Schenk, M.; Musiol, H. J.; Moroder, L. Photomodulation of conformational states. Synthesis of cyclic peptides with backbone-azobenzene moieties. J. Pept. Sci. 1999, 5, 519-529.
4. Kumita, J. R.; Smart, O. S.; Woolley, G. A. Photocontrol of helix content in a short peptide. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 3803-3808.
5. Callender, R. H.; Dyer, R. B.; Gilmanshin, R.; Woodruff, W. H. Fast events in protein folding: The time evolution of primary processes. Annu. Rev. Phys. Chem. 1998, 49, 173-202.
6. Rovero, P.; Pegoraro, S.; Vigano, S.; Amato, C.; Vaccari, L.; Balestreri, E.; Felicioli, R. Solid-phase synthesis and dimerization of an azobenzene-containing peptide as photoisomerizable proteinase-inhibitor. Lett. Peptide Sci. 1995, 2, 27-32.
7. Liu, D.; Karanicolas, J.; Yu, C.; Zhang, Z.; Woolley, G. A. Site-specific incorporation of photoisomerizable azobenzene groups into ribonuclease S. Bioorg. Med. Chem. Lett. 1997, 7, 2677-2680.
8. Willner, I.; Liondagan, M.; Rubin, S.; Wonner, J.; Effenberger, F.; Bauerle, P. J. Photoregulation of alpha-chymotrypsin activity in organic media-effects of bioimprinting. Photochem. Photobiol. 1994, 59, 491-496.
9. Harada, M.; Sisido, M.; Hirose, J.; Nakanishi, M. Photocontrolled uptake and release of photochromic haptens by monoclonal antibodies. Evidence of photoisomerization inside the hapten-binding site. Bull. Chem. Soc. Jpn. 1994, 67, 1380-1385.
10. Hopp, T. P.; Prickett, K. S.; Price, V. L.; Libby, R. T.; March, C. J.; Cerretti, D. P.; Urdal, D. L.; Conlon, P. J. A short polypeptide marker sequence useful for recombinant protein identification and purification. Bio/Technology 1988, 6, 1204-1210.
11. Prickett, K. S.; Amberg, D. C.; Hopp, T. P. A calcium-dependent antibody for identification and purification of recombinant proteins. Biotechniques 1989, 7, 580-589.
12. Pinilla, C.; Buencamino, J.; Appel, J. R.; Hopp, T. P.; Houghten, R. A. Mapping the detailed specificity of a calcium-dependent monoclonal antibody through the use of soluble positional scanning combinatorial libraries: Identification of potent calcium-independent antigens. Mol. Diversity 1995, 1, 21-28.
13. Ulysse, L.; Chmielewski, J. The synthesis of a light-switchable amino acid for inclusion into conformationally mobile peptides. Bioorg. Med. Chem. Lett. 1994, 4, 2145-2146.
14. Löfas, S.; Johnsson, B. J. A novel hydrogel matrix on gold surfaces in surface-plasmon resonance sensors for fast and efficient covalent immobilisation of ligands. J. Chem. Soc., Chem. Commun. 1990, 21, 1526.
15. Zollinger, H. Color Chemistry: Synthesis, Properties, and Applications of Organic Dyes and Pigments; Verlag Chemie: Weinheim, Germany, 1987; p 367.
16. Juodaityte, J.; Sewald, N. J. Synthesis of photoswitchable amino acids based on azobenzene chromophores: building blocks with potential for photoresponsive biomaterials. Biotechnol. 2004, 112, 127-138.
17. Desponds, A.; Freitag, R. Synthesis and characterization of photoresponsive (N-isopropylacrylamide)-cotelomers. Langmuir 2003, 19, 6261-6270.
18. Monti, S.; Orlandi, G.; Palmieri, P. Features of the photochemically active state surfaces of azobenzene. Chem. Phys. 1982, 71, 87-99.
19. Delang, J. L.; Robertson, J. M.; Woodward, I. Proc. R. Soc. London, Ser. A 1939, 171, 398.
20. Aoyagi, T.; Ueno, A.; Fukushima, M.; Osa, T. Synthesis and photoisomerization of an azobenzene derivative bearing two β-cyclodextrin units at both ends. Macromol. Rapid Commun. 1998, 19, 103-105.
21. Chambers, E. J.; Haworth, I. S. A stable cis-azobenzene in aqueous solution. J. Chem. Soc., Chem. Commun. 1994, 14, 1631-1632.