Protein sulfation analysis-A primer

Biochimica et Biophysica Acta - Proteins and Proteomics

Volumn 1764, Issue 12, 2006, Pages 1904-1913

  Monigatti, Flavio ^a   Hekking, Brian ^a   Steen, Hanno ^a  

^a BOSTON CHILDREN S HOSPITAL   (United States)

Author keywords

Electron capture dissociation; Electron detachment dissociation; Mass spectrometry; Precursor ion scanning; Protein sulfation; Secreted protein; Trans Golgi network; Tyrosine sulfation

Indexed keywords

PROTEOME; TYROSINE;

CHEMICAL ANALYSIS; HUMAN; MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN MODIFICATION; PROTEIN PROCESSING; PROTEIN SULFATION; PROTEOMICS; REVIEW; SULFATION;

ANIMALS; ELECTRON TRANSPORT; FACTOR VIII; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; MASS SPECTROMETRY; MEMBRANE GLYCOPROTEINS; PROTEIN PROCESSING, POST-TRANSLATIONAL; PROTEINS; RECEPTORS, CCR5; SEQUENCE ANALYSIS, PROTEIN; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; SULFOTRANSFERASES; TYROSINE; VON WILLEBRAND FACTOR;

EID: 33845440387     PISSN: 15709639     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbapap.2006.07.002     Document Type: Review

References (51)

1. Baeuerle P.A., and Huttner W.B. Tyrosine sulfation of yolk proteins 1, 2, and 3 in Drosophila melanogaster. J. Biol. Chem. 260 (1985) 6434-6439
2. Bettelheim F.R. Tyrosine-O-sulfate in a peptide from fibrinogen. J. Am. Chem. Soc. 76 (1954) 2838-2839
3. Huttner W.B. Sulphation of tyrosine residues-A widespread modification of proteins. Nature 299 (1982) 273-276
4. Lee R.W., and Huttner W.B. Tyrosine-O-sulfated proteins of PC12 pheochromocytoma cells and their sulfation by a tyrosylprotein sulfotransferase. J. Biol. Chem. 258 (1983) 11326-11334
5. Niehrs C., and Huttner W.B. Purification and characterization of tyrosylprotein sulfotransferase. EMBO J. 9 (1990) 35-42
6. Huxtable R.J. Biochemistry of Sulfur (1986), Plenum, New York
7. Beisswanger R., Corbeil D., Vannier C., Thiele C., Dohrmann U., Kellner R., Ashman K., Niehrs C., and Huttner W.B. Existence of distinct tyrosylprotein sulfotransferase genes: molecular characterization of tyrosylprotein sulfotransferase-2. Proc. Natl. Acad. Sci. U. S. A. 95 (1998) 11134-11139
8. Ouyang Y.B., and Moore K.L. Molecular cloning and expression of human and mouse tyrosylprotein sulfotransferase-2 and a tyrosylprotein sulfotransferase homologue in Caenorhabditis elegans. J. Biol. Chem. 273 (1998) 24770-24774
9. Marchler-Bauer A., and Bryant S.H. CD-Search: protein domain annotations on the fly. Nucleic Acids Res. 32 (2004) W327-W331
10. Moore K.L. The biology and enzymology of protein tyrosine O-sulfation. J. Biol. Chem. 278 (2003) 24243-24246
11. Kehoe J.W., and Bertozzi C.R. Tyrosine sulfation: a modulator of extracellular protein-protein interactions. Chem. Biol. 7 (2000) R57-R61
12. Cormier E.G., Persuh M., Thompson D.A., Lin S.W., Sakmar T.P., Olson W.C., and Dragic T. Specific interaction of CCR5 amino-terminal domain peptides containing sulfotyrosines with HIV-1 envelope glycoprotein gp120. Proc. Natl. Acad. Sci. U. S. A. 97 (2000) 5762-5767
13. Farzan M., Vasilieva N., Schnitzler C.E., Chung S., Robinson J., Gerard N.P., Gerard C., Choe H., and Sodroski J. A tyrosine-sulfated peptide based on the N terminus of CCR5 interacts with a CD4-enhanced epitope of the HIV-1 gp120 envelope glycoprotein and inhibits HIV-1 entry. J. Biol. Chem. 275 (2000) 33516-33521
14. Seibert C., Cadene M., Sanfiz A., Chait B.T., and Sakmar T.P. Tyrosine sulfation of CCR5 N-terminal peptide by tyrosylprotein sulfotransferases 1 and 2 follows a discrete pattern and temporal sequence. Proc. Natl. Acad. Sci. U. S. A. 99 (2002) 11031-11036
15. Wilkins P.P., Moore K.L., McEver R.P., and Cummings R.D. Tyrosine sulfation of P-selectin glycoprotein ligand-1 is required for high affinity binding to P-selectin. J. Biol. Chem. 270 (1995) 22677-22680
16. Leyte A., van Schijndel H.B., Niehrs C., Huttner W.B., Verbeet M.P., Mertens K., and van Mourik J.A. Sulfation of Tyr1680 of human blood coagulation factor VIII is essential for the interaction of factor VIII with von Willebrand factor. J. Biol. Chem. 266 (1991) 740-746
17. Buczek O., Bulaj G., and Olivera B.M. Conotoxins and the posttranslational modification of secreted gene products. Cell. Mol. Life Sci. 62 (2005) 3067-3079
18. Torfs P., Baggerman G., Meeusen T., Nieto J., Nachman R.J., Calderon J., De Loof A., and Schoofs L. Isolation, identification, and synthesis of a disulfated sulfakinin from the central nervous system of an arthropods the white shrimp Litopenaeus vannamei. Biochem. Biophys. Res. Commun. 299 (2002) 312-320
19. Loughnan M., Bond T., Atkins A., Cuevas J., Adams D.J., Broxton N.M., Livett B.G., Down J.G., Jones A., Alewood P.F., and Lewis R.J. alpha-conotoxin EpI, a novel sulfated peptide from Conus episcopatus that selectively targets neuronal nicotinic acetylcholine receptors. J. Biol. Chem. 273 (1998) 15667-15674
20. Pauwels S., Najdovski T., Dimaline R., Lee C.M., and Deschodt-Lanckman M. Degradation of human gastrin and CCK by endopeptidase 24.11: differential behaviour of the sulphated and unsulphated peptides. Biochim. Biophys. Acta 996 (1989) 82-88
21. Nicholas Jr. H.B., Chan S.S., and Rosenquist G.L. Reevaluation of the determinants of tyrosine sulfation. Endocrine 11 (1999) 285-292
22. Rosenquist G.L., and Nicholas Jr. H.B. Analysis of sequence requirements for protein tyrosine sulfation. Protein Sci. 2 (1993) 215-222
23. Yu K.M., Liu J., Moy R., Lin H.C., Nicholas Jr. H.B., and Rosenquist G.L. Prediction of tyrosine sulfation in seven-transmembrane peptide receptors. Endocrine 19 (2002) 333-338
24. Lin H.C., Tsai K., Chang B.L., Liu J., Young M., Hsu W., Louie S., Nicholas Jr. H.B., and Rosenquist G.L. Prediction of tyrosine sulfation sites in animal viruses. Biochem. Biophys. Res. Commun. 312 (2003) 1154-1158
25. Monigatti F., Gasteiger E., Bairoch A., and Jung E. The sulfinator: predicting tyrosine sulfation sites in protein sequences. Bioinformatics 18 (2002) 769-770
26. Wold F. In vivo chemical modification of proteins (post-translational modification). Annu. Rev. Biochem. 50 (1981) 783-814
27. Beausoleil S.A., Jedrychowski M., Schwartz D., Elias J.E., Villen J., Li J., Cohn M.A., Cantley L.C., and Gygi S.P. Large-scale characterization of HeLa cell nuclear phosphoproteins. Proc. Natl. Acad. Sci. U. S. A. 101 (2004) 12130-12135
28. Kirkpatrick D.S., Denison C., and Gygi S.P. Weighing in on ubiquitin: the expanding role of mass-spectrometry-based proteomics. Nat. Cell Biol. 7 (2005) 750-757
29. Talbo G., and Roepstorff P. Determination of sulfated peptides via prompt fragmentation by UV matrix-assisted laser desorption/ionization mass spectrometry. Rapid Commun. Mass Spectrom. 7 (1993) 201-204
30. Wolfender J.L., Chu F., Ball H., Wolfender F., Fainzilber M., Baldwin M.A., and Burlingame A.L. Identification of tyrosine sulfation in Conus pennaceus conotoxins alpha-PnIA and alpha-PnIB: further investigation of labile sulfo- and phosphopeptides by electrospray, matrix-assisted laser desorption/ionization (MALDI) and atmospheric pressure MALDI mass spectrometry. J. Mass Spectrom. 34 (1999) 447-454
31. Onnerfjord P., Heathfield T.F., and Heinegard D. Identification of tyrosine sulfation in extracellular leucine-rich repeat proteins using mass spectrometry. J. Biol. Chem. 279 (2004) 26-33
32. Salek M., Costagliola S., and Lehmann W.D. Protein tyrosine-O-sulfation analysis by exhaustive product ion scanning with minimum collision offset in a NanoESI Q-TOF tandem mass spectrometer. Anal. Chem. 76 (2004) 5136-5142
33. Steen H., Kuster B., and Mann M. Quadrupole time-of-flight versus triple-quadrupole mass spectrometry for the determination of phosphopeptides by precursor ion scanning. J. Mass Spectrom. 36 (2001) 782-790
34. Neubauer G., and Mann M. Mapping of phosphorylation sites of gel-isolated proteins by nanoelectrospray tandem mass spectrometry: potentials and limitations. Anal. Chem. 71 (1999) 235-242
35. Carr S.A., Huddleston M.J., and Annan R.S. Selective detection and sequencing of phosphopeptides at the femtomole level by mass spectrometry. Anal. Biochem. 239 (1996) 180-192
36. Annan R.S., and Carr S.A. The essential role of mass spectrometry in characterizing protein structure: mapping posttranslational modifications. J. Protein Chem. 16 (1997) 391-402
37. Jebanathirajah J., Steen H., and Roepstorff P. Using optimized collision energies and high resolution, high accuracy fragment ion selection to improve glycopeptide detection by precursor ion scanning. J. Am. Soc. Mass Spectrom. 14 (2003) 777-784
38. Rappsilber J., Friesen W.J., Paushkin S., Dreyfuss G., and Mann M. Detection of arginine dimethylated peptides by parallel precursor ion scanning mass spectrometry in positive ion mode. Anal. Chem. 75 (2003) 3107-3114
39. Jedrzejewski P.T., and Lehmann W.D. Detection of modified peptides in enzymatic digests by capillary liquid chromatography/electrospray mass spectrometry and a programmable skimmer CID acquisition routine. Anal. Chem. 69 (1997) 294-301
40. Zubarev R.A., Kelleher N.L., and McLafferty F.W. Electron capture dissociation of multiply charged protein cations. A non-ergodic process. J. Am. Chem. Soc. 120 (1998) 3265-3266
41. Zubarev R.A., Kruger N.A., Fridriksson E.K., Lewis M.A., Horn D.M., Carpenter B.K., and McLafferty F.W. Electron capture dissociation of gaseous multiply-charged proteins is favored at disulfide bonds and other sites of high hydrogen atom affinity. J. Am. Soc. Chem. 121 (1999) 2857-2862
42. Stensballe A., Jensen O.N., Olsen J.V., Haselmann K.F., and Zubarev R.A. Electron capture dissociation of singly and multiply phosphorylated peptides. Rapid Commun. Mass Spectrom. 14 (2000) 1793-1800
43. Kelleher N.L., Zubarev R.A., Bush K., Furie B., Furie B.C., McLafferty F.W., and Walsh C.T. Localization of labile posttranslational modifications by electron capture dissociation: the case of gamma-carboxyglutamic acid. Anal. Chem. 71 (1999) 4250-4253
44. Mirgorodskaya E., Roepstorff P., and Zubarev R.A. Localization of O-glycosylation sites in peptides by electron capture dissociation in a Fourier transform mass spectrometer. Anal. Chem. 71 (1999) 4431-4436
45. Haselmann K.F., Budnik B.A., Olsen J.V., Nielsen M.L., Reis C.A., Clausen H., Johnsen A.H., and Zubarev R.A. Advantages of external accumulation for electron capture dissociation in Fourier transform mass spectrometry. Anal. Chem. 73 (2001) 2998-3005
46. Syka J.E., Coon J.J., Schroeder M.J., Shabanowitz J., and Hunt D.F. Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. Proc. Natl. Acad. Sci. U. S. A. 101 (2004) 9528-9533
47. Rappsilber J., Steen H., and Mann M. Labile sulfogroup allows differentiation of sulfotyrosine and phosphotyrosine in peptides. J. Mass Spectrom. 36 (2001) 832-833
48. Budnik B.A., Haselmann K.F., and Zubarev R.A. Electron detachment dissociation of peptide di-anions: an electron-hole recombination phenomenon. Chem. Phys. Lett. 342 (2001) 299-302
49. Amano Y., Shinohara H., Sakagami Y., and Matsubayashi Y. Ion-selective enrichment of tyrosine-sulfated peptides from complex protein digests. Anal. Biochem. 346 (2005) 124-131
50. Blagoev B., Kratchmarova I., Ong S.E., Nielsen M., Foster L.J., and Mann M. A proteomics strategy to elucidate functional protein-protein interactions applied to EGF signaling. Nat. Biotechnol. 21 (2003) 315-318
51. Medzihradszky K.F., Darula Z., Perlson E., Fainzilber M., Chalkley R.J., Ball H., Greenbaum D., Bogyo M., Tyson D.R., Bradshaw R.A., and Burlingame A.L. O-sulfonation of serine and threonine: mass spectrometric detection and characterization of a new posttranslational modification in diverse proteins throughout the eukaryotes. Mol. Cell Proteomics 3 (2004) 429-440