An automated peptide and protein thiazolidine coupling chemistry for biosensor immobilization giving a unique N-terminal orientation

Analytical Biochemistry

Volumn 348, Issue 2, 2006, Pages 315-317

  Wade, John D ^a   Hojo, Keiko ^b   Kawasaki, Koichi ^b   Johns, Terrance G ^c   Catimel, Bruno ^c   Rothacker, Julie ^c   Nice, Edouard C ^c  

^a UNIVERSITY OF MELBOURNE   (Australia)

^b KOBE GAKUIN UNIVERSITY   (Japan)

^c ROYAL MELBOURNE HOSPITAL   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY;

COUPLING CHEMISTRY; N-TERMINALS; THIAZOLIDINES;

CHEMISTRY;

AMINE; CYANAMIDE; CYSTEINE DERIVATIVE; SERINE; THIAZOLIDINE DERIVATIVE;

AMINO TERMINAL SEQUENCE; ANALYTIC METHOD; AQUEOUS SOLUTION; ARTICLE; AUTOMATION; BINDING AFFINITY; BIOSENSOR; CARBOXY TERMINAL SEQUENCE; CHEMICAL STRUCTURE; DESORPTION; PRIORITY JOURNAL; PROTEIN IMMOBILIZATION; SCATCHARD PLOT; SOLUBILITY;

EID: 29244433029     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2005.09.006     Document Type: Article

References (22)

1. E. Nice, and B. Catimel Instrumental biosensors: New perspectives for the analysis of biomolecular interactions BioEssays 21 1999 339 352
2. J.M. McDonald Surface plasmon resonance: Towards an understanding of the mechanisms of biological molecular recognition Curr. Opin. Chem. Biol. 5 2001 572 577
3. Y.S. Lee, and M. Mrksich Protein chips: From concept to practice Trends Biotechnol. 20 2002 S14 S18
4. E. Nice, and B. Catimel Affinity based biosensors, microarrays, and proteomics D. Speicher Proteome Analysis: Interpreting the Genome 2004 Elsevier San Diego 243 285
5. H. Zhu, and M. Snyder Protein arrays and microarrays Curr. Opin. Chem. Biol. 5 2001 40 45
6. T. Kodadek Protein microarrays: Prospects and problems Chem. Biol. 8 2001 105 115
7. B. Liu, S. Li, and J. Hu Technological advances in high-throughput screening Am. J. Pharmacogenom. 4 2004 263 276
8. P. Peluso, D.S. Wilson, D. Do, H. Tran, M. Venkatasubbaiah, D. Quincy, B. Heidecker, K. Poindexter, N. Tolani, M. Phelan, K. Witte, L.S. Jung, P. Wagner, and S. Nock Optimizing antibody immobilization strategies for the construction of protein microarrays Anal. Biochem. 312 2003 113 124
9. B.C. Cunningham, and J.A. Wells Comparison of a structural and a functional epitope J. Mol. Biol. 234 1993 554 563
10. S.N. Khilko, M. Corr, L.F. Boyd, A. Lees, J.K. Inman, and D.H. Margulies Direct detection of major histocompatibility complex class I binding to antigenic peptides using surface plasmon resonance: Peptide immobilization and characterization of binding specificity J. Biol. Chem. 268 1993 15425 15434
11. B. Catimel, M. Nerrie, F.T. Lee, A.M. Scott, G. Ritter, S. Welt, L.J. Old, L. Cohen, S. White, J. Heath, J. Hong, R. Moritz, R. Simpson, A.W. Burgess, and E.C. Nice Kinetic analysis of the interaction between the monoclonal antibody A33 and its colonic epithelial antigen by the use of an optical biosensor: A comparison of immobilisation strategies J. Chromatogr. 13 1997 15 30
12. M.B. Soellner, K.A. Dickson, B.L. Nilsson, and R.T. Raines Site-specific protein immobilization by Staudinger ligation J. Am. Chem. Soc. 125 2003 11790 11791
13. J.D. Wade, T. Domagala, J. Rothacker, B. Catimel, and E. Nice Use of thiazolidine-mediated ligation for site specific biotinylation of mouse EGF for biosensor immobilization Lett. Peptide Sci. 8 2002 211 220
14. K. Hojo, M. Maeda, and K. Kawaskai A new water-soluble N-protecting group, 2-(phenyl(methyl)sulfonio)ethyloxycarbonyl tetrafluoroborate, and its application to solid phase peptide synthesis in water J. Peptide Sci. 7 2001 615 618
15. E. Atherton, D.L.J. Clive, and R.C. Sheppard Polyamide supports for polypeptide synthesis J. Am. Chem. Soc. 97 1975 6584 6585
16. T.G. Johns, T.E. Adams, J.R. Cochran, N.E. Hall, P.A. Hoyne, M.J. Olsen, Y.S. Kim, J. Rothacker, E.C. Nice, F. Walker, G. Ritter, A.A. Jungbluth, L.J. Old, C.W. Ward, A.W. Burgess, K.D. Wittrup, and A.D. Scott Identification of the epitope for the epidermal growth factor receptor-specific monoclonal antibody 806 reveals that it preferentially recognizes an untethered form of the receptor J. Biol. Chem. 279 2004 30375 30384
17. K. Mishima, T.G. Johns, R.B. Luwor, A.M. Scott, E. Stockert, A.A. Jungbluth, X.D. Ji, P. Suvarna, J.R. Voland, L.J. Old, H.J. Huang, and W.K. Cavenee Growth suppression of intracranial xenografted glioblastomas overexpressing mutant epidermal growth factor receptors by systemic administration of monoclonal antibody (mAb) 806, a novel monoclonal antibody directed to the receptor Cancer Res. 61 2001 5349 5354
18. N.F. Dawson, Y.Y. Tan, M. Macris, L. Otvos Jr., R.J. Summers, G.W. Tregear, and J.D. Wade Solid-phase synthesis of ovine Leydig cell insulin-like peptide: A putative ovine relaxin? J. Peptide Res. 53 1999 542 547
19. T.C. Elleman, T. Domagala, N.M. McKern, M. Nerrie, B. Lönnqvist, T.E. Adams, G.O. Lovrecz, P.A. Hoyne, K.M. Richards, G.J. Howlett, J. Rothacker, R.N. Jorissen, M. Lou, T.P.J. Garrett, A.W. Burgess, E.C. Nice, and C.W. Ward Characterisation of a truncated, high affinity form of the epidermal growth factor receptor ectodomain and identification of a determinant of ligand binding specificity Biochemistry 40 2001 8930 8939
20. M. Canle, A. Lawley, E.C. McManus, and R.A. More O'Ferrall Rate and equilibrium constants for oxazolidine and thiazolidine ring-opening reactions Pure Appl. Chem. 68 1996 813 819
21. M. Merchant, and S.R. Weinberger Recent advancements in surface-enhanced laser desorption/ionisation-time of flight-mass spectrometry Electrophoresis 21 2000 1164 1177
22. K. Hojo, M. Maeda, and K. Kawasaki 2-(4-Sulfophenylsulfonyl) ethoxycarbonyl group: A new water-soluble N-protecting group and its application to solid phase peptide synthesis in water Tetrahedron Lett. 45 2004 9293 9295