False labelling due to quenching failure of N-hydroxy-succinimide-ester- coupled dyes

Proteomics

Volumn 10, Issue 7, 2010, Pages 1525-1529

  Wang, Weiqun ^a   Ackermann, Doreen ^a   Mehlich, Anna Maria ^a   König, Simone ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Cross talk; Cy dyes; DIGE; Gel electrophoresis; N hydroxy succinimide ester; Technology

Indexed keywords

DYE; LYSINE; N HYDROXY SUCCINIMIDE ESTER; PROTEIN; PROTEOME; UNCLASSIFIED DRUG;

ARTICLE; CROSS LINKING; DIFFERENTIAL IN GEL ELECTROPHORESIS; FLUORESCENCE; GEL ELECTROPHORESIS; PRIORITY JOURNAL;

CARBOCYANINES; ELECTROPHORESIS, GEL, TWO-DIMENSIONAL; ESTERS; FLUORESCENT DYES; MODELS, MOLECULAR; PROTEOMICS; SUCCINIMIDES;

EID: 77950652373     PISSN: 16159853     EISSN: 16159861     Source Type: Journal    
DOI: 10.1002/pmic.200900679     Document Type: Article

References (25)

1. Anderson, G. W., Zimmermann, J. E., Callahan, F. M., The use of esters of N-hydroxysucclnimide in peptide synthesis. J. Am. Chem. Soc. 1964, 86, 1839-1842.
2. Becker, J. M., Wilchek, M., Katchalski, E., Irreversible inhibition of biotin transport in yeast by biotinyl-p-nitrophenyl ester. Proc. Nat. Acad. Sci. 1971, 68, 2604-2607.
3. Hermanson, G. T., Bioconjugate Techniques, Academic Press, San Diego 1996.
4. Sinz, A., Chemical cross-linking and mass spectrometry to map three-dimensional protein-protein interactions. Mass Spectrom. Rev. 2006, 25, 663-682. (Pubitemid 44014105)
5. Marouga, R, David, S., Hawkins, E., The development of the DIGE system: 2D fluorescence difference gel analysis technology. Anal. Bioanal. Chem. 2005, 382, 669-678.
6. Shaw, J., Rowlinson, R., Nickson, J., Stone, T. et al., Evaluation of saturation labelling two-dimensional difference gel electrophoresis fluorescent dyes. Proteomics 2003, 3, 1181-1195.
7. Brinkley, M., A brief survey of methods for preparing protein conjugates with dyes, haptens and cross-linking reagents. Bioconj. Chem. 1992, 3, 2-13.
8. Guo, X., Bandyopadhyay, P., Schilling, B., Young, M. M. et al., Partial acetylation of lysine residues improves intraprotein cross-linking. Anal. Chem. 2008, 80, 951-960.
9. Ettan DIGE User Manual Edition AA 2003, Amersham/GE Healthcare, Typhoon User's Guide V3.0.
10. Karp, N. A., Lilley, K. S., Maximising sensitivity for detecting changes in protein expression: Experimental design using minimal CyDyes. Proteomics 2005, 5, 3105-3115.
11. Karp, N. A., Kreil, D. P., Lilley, K. S., Determining a significant change in protein expression with DeCyder during a pair-wise comparison using two-dimensional difference gel electrophoresis. Proteomics 2004, 4, 1421-1432.
12. Karp, N. A., Griffin, J. L., Lilley, K. S., Application of partial least squares discriminant analysis to two-dimensional difference gel studies in expression proteomics. Proteomics 2005, 5, 81-90.
13. Karp, N. A., Spencer, M., Lindsay, H., O'Dell, K., Lilley, K. S., Impact of replicate types on proteomic expression analysis. J. Proteome Res. 2005, 4, 1867-1871.
14. Kreil, D. P., Karp, N. A., Lilley, K. S., DNA microarray normalization methods can remove bias from differential protein expression analysis of 2D difference gel electrophoresis results. Bioinformatics 2004, 20, 2026-2034.
15. Tonge, R., Shaw, J., Middleton, B., Rowlinson, R., Validation and development of fluorescence two-dimensional differential gel electrophoresis proteomics technology. Proteomics 2001, 1, 377-396. (Pubitemid 33585112)
16. Fare, T. L., Coffey, E. M., Hongyue, D., He, Y. D. et al., Effects of atmospheric ozone on microarray data quality. Anal. Chem. 2003, 75, 4672-4675.
17. Wilchek, M., Miron, T., Limitations of N-hydroxysuccinimide esters in affinity chromatography and protein immobilization. Biochemistry 1987, 26, 2155-2161.
18. Morpurgo, M., Bayer, E. A., Wilchek, M., N-hydroxysuccinimide carbonates and carbamates are useful reagents for coupling ligands to lysines on proteins. Biochem. Biophys. Meth. 1999, 38, 17-28. (Pubitemid 29050879)
19. Abello, N., Kerstjens, H. A. M., Postma, D. S., Bischoff, R., Selective acylation of primary amines in peptides and proteins. J. Proteome Res. 2007, 6, 4770-4776.
20. Cutrecasas, P., Parikh, I., Adsorbents for affinity chromatography. Use of N-hydroxysuccinimide esters of agarose. Biochemistry 1972, 11, 2291-2299.
21. Miller, B. T., Collins, T. J., Nagle, G. T., Kurosky, A., The occurrence of O-acylation during biotinylationof gonadotropin-releasing hormone and analogs. Evidence for reactive serine. J. Biol. Chem. 1992, 267, 8, 5060-5069.
22. Miller, B. T., Rogers, M. E., Smith, J. S., Kurosky, A., Identification and characterization of O-biotinylated hydroxy amino acid residues in peptides. Anal. Biochem. 1994, 219, 2, 240-248.
23. Kalkhof, S., Sinz, A., Chances and pitfalls of cross-linking with amine-reactive N-hydroxysuccinimide esters. Anal. Bioanal. Chem. 2008, 392, 305-312.
24. Cline, G. W., Hanna, S. B., Kinetics and mechanisms of the aminolysis of N-hydroxysuccinimide esters in aqueous buffers. J. Org. Biochem. 1988, 53, 3583-3586.
25. Smith, G. P., Kinetics of amine modification of proteins. Bioconj. Chem. 2006, 17, 501-506.