Diverse functionalization of Aurora-A kinase at specified surface and buried sites by native chemical modification

PLoS ONE

Volumn 9, Issue 8, 2014, Pages

  Rowan, Fiona ^a   Richards, Meirion ^a   Widya, Marcella ^a   Bayliss, Richard ^a,b   Blagg, Julian ^a  

^a INSTITUTE OF CANCER RESEARCH   (United Kingdom)

^b UNIVERSITY OF LEICESTER   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; AURORA A KINASE; CYSTEINE; DEHYDROALANINE; LYSINE; NUCLEOPHILE; THIOL; ALANINE; THIOL DERIVATIVE;

ACETYLATION; ARTICLE; CHEMICAL MODIFICATION; ENZYME ACTIVITY; MASS SPECTROMETRY; METHYLATION; PROTEIN MOTIF; PROTEIN PROCESSING; AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; ANALOGS AND DERIVATIVES; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; ENZYME ACTIVE SITE; ESCHERICHIA COLI; GENETICS; METABOLISM; MOLECULAR GENETICS; PHYSIOLOGY; PROTEIN DOMAIN; PROTEIN SECONDARY STRUCTURE;

ALANINE; AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; AURORA KINASE A; BINDING SITES; CATALYTIC DOMAIN; CYSTEINE; ESCHERICHIA COLI; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PROTEIN INTERACTION DOMAINS AND MOTIFS; PROTEIN PROCESSING, POST-TRANSLATIONAL; PROTEIN STRUCTURE, SECONDARY; SULFHYDRYL COMPOUNDS;

EID: 84905457132     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0103935     Document Type: Article

References (26)

1. Walsh CT, Garneau Tsodikova S, Gatto GJ Jr (2005) Protein posttranslational modifications: the chemistry of proteome diversifications. Angew Chem Int Ed 44: 7342-7372. (Pubitemid 41689988)
2. Muir TW, Sondhi D, Cole PA (1998) Expressed protein ligation: a general method for protein engineering. Proc Natl Acad Sci 95: 6705-6710. (Pubitemid 28278044)
3. Noren CJ, Anthony-Cahill SJ, Griffith MC, Schultz PG (1989) A general method for site-specific incorporation of unnatural amino acids into proteins. Science 244: 182-188.
4. de Graaf AJ, Kooijman M, Hennink WE, Mastrobattista E (2009) Nonnatural amino acids for site-specific protein conjugation. Bioconjug Chem 20: 1281-1295.
5. Bernardes GJ, Chalker JM, Errey JC, Davis BG (2008) Facile conversion of cysteine and alkyl cysteines to dehydroalanine on protein surfaces: versatile and switchable access to functionalized proteins. J Am Chem Soc 130: 5052-5053. (Pubitemid 351537062)
6. Chalker JM, Lercher L, Rose NR, Schofield CJ, Davis BG (2012) Conversion of Cysteine into Dehydroalanine Enables Access to Synthetic Histones Bearing Diverse Post-Translational Modifications. Angew Chem Int Ed 51: 1835-1839.
7. Halkides CJ, McEvoy MM, Casper E, Matsumura P, Volz K, et al. (2000) The 1.9 Å resolution crystal structure of phosphono-CheY, an analogue of the active form of the response regulator, CheY. Biochemistry 39: 5280-5286. (Pubitemid 30257066)
8. Huang R, Holbert MA, Tarrant MK, Curtet S, Colquhoun DR, et al. (2010) Site-Specific Introduction of an Acetyl-Lysine Mimic into Peptides and Proteins by Cysteine Alkylation. J Am Chem Soc 132: 9986-9987.
9. Le DD, Cortesi AT, Myers SA, Burlingame AL, Fujimori DG (2013) Site-Specific and Regiospecific Installation of Methylarginine Analogues into Recombinant Histones and Insights into Effector Protein Binding. J Am Chem Soc 135: 2879-2882.
10. Simon MD, Chu FX, Racki LR, de la Cruz CC, Burlingame AL, et al. (2007) The site-specific installation of methyl-lysine analogs into recombinant histones. Cell 128: 1003-1012. (Pubitemid 46341408)
11. Li F, Allahverdi A, Yang R, Lua GB, Zhang X, et al. (2011) A direct method for site-specific protein acetylation. Angew Chem Int Ed 50: 9611-9614.
12. Chalker JM, Bernardes GJ, Lin YA, Davis BG (2009) Chemical modification of proteins at cysteine: opportunities in chemistry and biology. Chem Asian J 4: 630-640.
13. Smith ME, Schumacher FF, Ryan CP, Tedaldi LM, Papaioannou D, et al. (2010) Protein modification, bioconjugation, and disulfide bridging using bromomaleimides. J Am Chem Soc 132: 1960-1965.
14. Valkevich EM, Guenette RG, Sanchez NA, Chen YC, Ge Y, et al. (2012) Forging isopeptide bonds using thiol-ene chemistry: site-specific coupling of ubiquitin molecules for studying the activity of isopeptidases. J Am Chem Soc 134: 6916-6919.
15. Becker CF, Strop P, Bass RB, Hansen KC, Locher KP, et al. (2004) Conversion of a mechanosensitive channel protein from a membrane-embedded to a water-soluble form by covalent modification with amphiphiles. J Mol Biol 343: 747-758. (Pubitemid 39311619)
16. Sletten EM, Bertozzi CR (2009) Bioorthogonal chemistry: fishing for selectivity in a sea of functionality. Angew Chem Int Ed 48: 6974-6998.
17. Basle E, Joubert N, Pucheault M (2010) Protein chemical modification on endogenous amino acids. Chem Biol 17: 213-227.
18. Rowan FC, Richards M, Bibby RA, Thompson A, Bayliss R, et al. (2013) Insights into Aurora-A Kinase Activation Using Unnatural Amino Acids Incorporated by Chemical Modification. ACS Chem Biol 8: 2184-2191.
19. Chooi KP, Galan SR, Raj R, McCullagh J, Mohammed S, et al. (2014) Synthetic phosphorylation of p38alpha recapitulates protein kinase activity. J Am Chem Soc 136: 1698-1701.
20. Dodson CA, Kosmopoulou M, Richards MW, Atrash B, Bavetsias V, et al. (2010) Crystal structure of an Aurora-A mutant that mimics Aurora-B bound to MLN8054: insights into selectivity and drug design. Biochem J 427: 19-28.
21. Bukhtiyarova M, Karpusas M, Northrop K, Namboodiri HVM, Springman EB (2007) Mutagenesis of p38 MAP kinase establishes key roles of Phe169 in function and structural dynamics and reveals a novel DFG-OUT state. Biochemistry 46: 5687-5696. (Pubitemid 46764118)
22. Simard JR, Getlik M, Grutter C, Pawar V, Wulfert S, et al. (2009) Development of a fluorescent-tagged kinase assay system for the detection and characterization of allosteric kinase inhibitors. J Am Chem Soc 131: 13286-13296.
23. Simard JR, Kluter S, Grutter C, Getlik M, Rabiller M, et al. (2009) A new screening assay for allosteric inhibitors of cSrc. Nat Chem Biol 5: 394-396.
24. Bayliss R, Sardon T, Vernos I, Conti E (2003) Structural basis of Aurora-A activation by TPX2 at the mitotic spindle. Mol Cell 12: 851-862. (Pubitemid 37352779)
25. Fernández-González M, Boutureira O, Bernardes GJL, Chalker JM, Young MA, et al. (2010) Site-selective chemoenzymatic construction of synthetic glycoproteins using endoglycosidases. Chem Sci 1: 709-715.
26. Chalker JM, Gunnoo SB, Boutureira O, Gerstberger SC, Fernandez-Gonzalez M, et al. (2011) Methods for converting cysteine to dehydroalanine on peptides and proteins. Chem Sci 2: 1666-1676.