A fluoroacetamidine-based inactivator of protein arginine deiminase 4: Design, synthesis, and in vitro and in vivo evaluation

Journal of the American Chemical Society

Volumn 128, Issue 4, 2006, Pages 1092-1093

  Luo, Yuan ^a   Knuckley, Bryan ^a   Lee, Young Ho ^a   Stallcup, Michael R ^a   Thompson, Paul R ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

2 CHLOROACETAMIDINE; CALCIUM ION; DIMETHYLARGININASE; ENZYME INHIBITOR; LUCIFERASE; N ALPHA BENZOYL N 5 (2 FLUORO 1 IMINOETHYL)ORNITHINAMIDE; PACLITAXEL; PROTEIN ARGININE DEIMINASE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG TARGETING; ENZYME ACTIVITY; ENZYME INACTIVATION; ENZYME SUBSTRATE; NONHUMAN; RHEUMATOID ARTHRITIS; SYNTHESIS;

ACETAMIDES; AMIDINES; ANIMALS; DRUG DESIGN; ENZYME ACTIVATION; ENZYME INHIBITORS; HYDROCARBONS, FLUORINATED; HYDROLASES; KINETICS;

EID: 31944448153     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0576233     Document Type: Article

References (15)

1. Suzuki, A.; et al. Nat. Genet. 2003, 34, 395-402.
2. Vossenaar, E. R.; Zendman, A. J.; van Venrooij, W. J.; Pruijn, G. J. Bioessays 2003, 25, 1106-1118.
3. Hill, J. A.; Southwood, S.; Sette, A.; Jevnikar, A. M.; Bell, D. A.; Cairns, E. J. Immunol. 2003, 171, 538-541.
4. Moscarello, M. A.; Pritzker, L.; Mastronardi, F. G.; Wood, D. D. J. Neurochem. 2002, 81, 335-343.
5. Wang, Y.; et al. Science 2004, 306, 279-283.
6. Lee, Y. H.; Coonrod, S. A.; Kraus, W. L.; Jelinek, M. A.; Stallcup, M. R. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 3611-3616.
7. Cuthbert, G. L.; et al. Cell 2004, 118, 545-553.
8. Arita, K.; Hashimoto, H.; Shimizu, T.; Nakashima, K.; Yamada, M.; Sato, M. Nat. Struct. Mol. Biol. 2004, 11, 777-783.
9. Lu, X.; Galkin, A.; Herzberg, O.; Dunaway-Mariano, D. J. Am. Chem. Soc. 2004, 126, 5374-5375.
10. Das, K.; Butler, G. H.; Kwiatkowski, V.; Clark, A. D., Jr.; Yadav, P.; Arnold, E. Structure 2004, 12, 657-667.
11. Kearney, P. L.; Bhatia, M.; Jones, N. G.; Luo, Y.; Glascock, M. C.; Catchings, K. L.; Yamada, M.; Thompson, P. R. Biochemistry 2005, 44, 10570-10582.
12. 5-(2-fluoro-1- ketoethyl)-L-ornithine amide is ≫ 500 μM.
13. 2+ and F-amidine.
14. Stone, E. M.; Schaller, T. H.; Bianchi, H.; Person, M. D.; Fast, W. Biochemistry 2005, 44, 13744-13752.
15. Pritzker, L. B.; Moscarello, M. A. Biochim. Biophys. Acta 1998, 1388, 154-160.