Mapping of the ATP-binding domain of human fructosamine 3-kinase-related protein by affinity labelling with 5′-[p-(fluorosulfonyl)benzoyl]adenosine

Biochemical Journal

Volumn 416, Issue 2, 2008, Pages 281-288

  Payne, Leo S ^a   Brown, Peter M ^a   Middleditch, Martin ^a   Baker, Edward ^a   Cooper, Garth J S ^a   Loomes, Kerry M ^a  

^a UNIVERSITY OF AUCKLAND   (New Zealand)

Author keywords

Fructosamine 3 kinase (Fn3K); Fructosamine 3 kinase related protein (Fn3KRP); Glycation

Indexed keywords

AMINOGLYCOSIDE; ATP-BINDING; ATP-BINDING SITE; CLOSE PROXIMITY; EUKARYOTIC PROTEINS; FRUCTOSAMINE 3-KINASE (FN3K); FRUCTOSAMINE 3-KINASE-RELATED PROTEIN (FN3KRP); GLYCATION; HYPERGLYCAEMIA; KINASE FAMILY; NON-ENZYMATIC; REDUCING SUGARS; STRUCTURAL SIMILARITY; STRUCTURE-FUNCTION RELATIONSHIP; TERTIARY STRUCTURES;

BINDING ENERGY; CATALYSTS; ENZYMES; SUGAR (SUCROSE);

BINDING SITES;

5' (4 FLUOROSULFONYLBENZOYL)ADENOSINE; ADENOSINE TRIPHOSPHATE; AMINOGLYCOSIDE; FRUCTOSAMINE; FRUCTOSAMINE 3 KINASE; FRUCTOSAMINE 3 KINASE RELATED PROTEIN; UNCLASSIFIED DRUG; 5'-(4-FLUOROSULFONYLBENZOYL)ADENOSINE; ADENOSINE; DRUG DERIVATIVE; FN3KRP PROTEIN, HUMAN; KANAMYCIN KINASE; LYSOZYME; PHOSPHOTRANSFERASE; PRIMER DNA; PROTEIN KINASE; RECOMBINANT PROTEIN; TRYPSIN;

ARTICLE; BINDING AFFINITY; BINDING SITE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INACTIVATION; GLYCATION; HUMAN; HUMAN CELL; NUCLEOTIDE BINDING SITE; PEPTIDE MAPPING; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DEGRADATION; PROTEIN DOMAIN; PROTEIN FOLDING; PROTEIN MODIFICATION; PROTEIN STABILITY; PROTEIN TERTIARY STRUCTURE; STRUCTURAL HOMOLOGY; AFFINITY LABELING; CHEMISTRY; GENETICS; GLYCOSYLATION; LUNG TUMOR; METABOLISM; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; TUMOR CELL LINE;

BACTERIA (MICROORGANISMS); EUKARYOTA;

ADENOSINE; ADENOSINE TRIPHOSPHATE; AFFINITY LABELS; BINDING SITES; CELL LINE, TUMOR; DNA PRIMERS; GLYCOSYLATION; HUMANS; KANAMYCIN KINASE; LUNG NEOPLASMS; MURAMIDASE; PHOSPHOTRANSFERASES (ALCOHOL GROUP ACCEPTOR); PROTEIN KINASES; RECOMBINANT PROTEINS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TRYPSIN;

EID: 58149279241     PISSN: 02646021     EISSN: 14708728     Source Type: Journal    
DOI: 10.1042/BJ20080389     Document Type: Article

References (26)

1. Brownlee, M., Vlassara, H. and Cerami, A. (1984) Nonenzymatic glycosylation and the pathogenesis of diabetic complications. Ann. Intern. Med. 101, 527-537
2. Brownlee, M. (1994) Glycation and diabetic complications. Diabetes 43, 836-841
3. Thorpe, S. R. and Baynes, J. W. (2003) Maillard reaction products in tissue proteins: new products and new perspectives. Amino Acids 25, 275-281
4. Szwergold, B. S., Howell, S. and Beisswenger, P. J. (2001) Human fructosamine-3-kinase, purification sequencing, substrate specificity, and evidence for activity in vivo. Diabetes 50, 2139-2147
5. Delpierre, G., Rider, H. M., Collard, F., Stroobant, V., Vanstaple, F., Santos, H. and Van-Schaftingen, E. (2000) Identification, cloning, and heterologous expression of a mammalian fructosamine-3-kinase. Diabetes 49, 1627-1634
6. Collard, F., Delpierre, G., Stroobant, V., Matthijs, G. and Van Schaftingen, E. (2003) A mammalian protein homologous to fructosamine-3-kinase is a ketosamine-3-kinase acting on psicosamines and ribulosamines but not on fructosamines. Diabetes 52, 2888-2895
7. Van Schaftingen, E., Delpierre, G., Collard, F., Fortpied, J., Gemayel, R., Wiame, E. and Veiga-da-Cunha, M. (2007) Fructosamine 3-kinase and other enzymes involved in protein deglycation. Adv. Enzyme Regul. 47, 261-269
8. Szwergold, B. S., Kappler, F., Brown, T. R., Pfeffer, P. and Osman, S. F. (1989) Identification of D-sorbitol 3-phosphate in the normal and diabetic mammalian lens. J. Biol. Chem. 264, 9278-9282
9. Szwergold, B. S., Kappler, F. and Brown, T. R. (1990) Identification of fructose 3-phosphate in the lens of diabetic rats. Science 247, 451-454
10. Veiga da-Cunha, M., Jacquemin, P., Delpierre, G., Godfraind, C., Theate, I., Vertommen, D., Clotman, F., Lemaigre, F., Devuyst, O. and Van Schaftingen, E. (2006) Increased protein glycation in fructosamine 3-kinase-deficient mice. Biochem. J. 399, 257-264
11. Szwergold, B., Manevich, Y., Payne, L. and Loomes, K. (2007) Fructosamine-3-kinase-related-protein phosphorylates glucitolamines on the C-4 hydroxyl: novel substrate specificity of an enigmatic enzyme. Biochem. Biophys. Res. Commun. 361, 870-875
12. Shaw, K. J., Rather, P. N., Hare, R. S. and Miller, G. H. (1993) Molecular genetics of aminoglycoside resistance genes and familial relationships of the aminoglycoside-modifying enzymes. Microbiol. Rev. 57, 138-163
13. Hon, W., McKay, G. A., Thompson, P. R., Sweet, R. M., Yang, D. S. C., Wright, G. D. and Berghuis, A. M. (1997) Structure of an enzyme required for aminoglycoside antibiotic resistance reveals homology to eukaryotic protein kinases. Cell 89, 887-895
14. McKay, G. A., Thompson, P. R. and Wright, G. D. (1994) Broad spectrum aminoglycoside phosphotransferase type III from Enterococcus: overexpression, purification, and substrate specificity. Biochemistry 33, 6936-6944
15. Unneberg, P., Merelo, J. J., Chacon, P. and Moran, F. (2001) SOMCD: method for evaluating protein secondary structure from UV circular dichroism spectra. Proteins 42, 460-470
16. Pitson, S. M., Moretti, P. A., Zebol, J. R., Zareie, R., Derian, C. K., Darrow, A. L., Qi, J., D'Andrea, R. J., Bagley, C. J., Vadas, M. A. and Wattenberg, B. W. (2002) The nucleotide-binding site of human sphingosine kinase 1. J. Biol. Chem. 277, 49545-49553
17. Ogino, T., Fukuda, H., Imajoh-Ohmi, S., Kohara, M. and Nomoto, A. (2004) Membrane binding properties and terminal residues of the mature hepatitis C virus capsid protein in insect cells. J. Virol. 78, 11766-11777
18. Oudot, C., Jault, J. M., Jaquinod, M., Negre, D., Prost, J. F., Cozzone, A. J. and Cortay, J. C. (1998) Inactivation of isocitrate dehydrogenase kinase/phosphatase by 5′-[p-(fluorosulfonyl)benzoyl]adenosine is not due to the labeling of the invariant lysine residue found in the protein kinase family. Eur. J. Biochem. 258, 579-585
19. Kim, H. S., Lee, L. and Evans, D. R. (1991) Identification of the ATP binding sites of the carbamyl phosphate synthetase domain of the Syrian hamster multifunctional protein CAD by affinity labeling with 5′-[p-(fluorosulfonyl)benzoyl]adenosine. Biochemistry 30, 10322-10329
20. McKay, G. A., Robinson, R. A., Lane, W. S. and Wright, G. D. (1994) Active-site labeling of an aminoglycoside antibiotic phosphotransferase (APH(3′)-IIIa). Biochemistry 33, 14115-14120
21. Renzone, G., Salzano, A. M., Arena, S., D'Ambrosio, C. and Scaloni, A. (2006) Selective ion tracing and MSn analysis of peptide digests from FSBA-treated kinases for the analysis of protein ATP-binding sites. J. Proteome Res. 5, 2019-2024
22. Prasad, A. R., Ybarra, J. and Nishimura, J. S. (1983) Chemical modification of Escherichia coli succinyl-CoA synthetase with the adenine nucleotide analogue 5′-p-fluorosulphonylbenzoyladenosine. Biochem. J. 215, 513-518
23. Colman, R. F. (1983) Affinity labeling of purine nucleotide sites in proteins. Annu. Rev. Biochem. 52, 67-91
24. Burk, D. L., Hon, W. C., Leung, A. K. and Berghuis, A. M. (2001) Structural analyses of nucleotide binding to an aminoglycoside phosphotransferase. Biochemistry 40, 8756-8764
25. Boehr, D. D., Thompson, P. R. and Wright, G. D. (2001) Molecular mechanism of aminoglycoside antibiotic kinase APH(3′)-IIIa: roles of conserved active site residues. J. Biol. Chem. 276, 23929-23936
26. Cheek, S., Zhang, H. and Grishin, N. V. (2002) Sequence and structure classification of kinases. J. Mol. Biol. 320, 855-881