Engineering of a protein with cyclooxygenase and prostacyclin synthase activities that converts arachidonic acid to prostacyclin

Biochemistry

Volumn 45, Issue 47, 2006, Pages 14003-14011

  Ruan, Ke He ^a   Deng, Hui ^a   So, Shui Ping ^a  

^a UNIVERSITY OF TEXAS MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AGGLOMERATION; BIOSYNTHESIS; CATALYST ACTIVITY; CELLS; ENZYME INHIBITION; ENZYME KINETICS; PARAFFINS; REACTION KINETICS;

ANTITHROMBOTIC PROPERTIES; ARACHIDONIC ACID (AA); COUPLING REACTIONS; PROSTANOID ENZYMES;

PROTEINS;

ARACHIDONIC ACID; ENZYME; FUSION ENZYME; PROSTACYCLIN; PROSTACYCLIN SYNTHASE; PROSTAGLANDIN SYNTHASE; RECOMBINANT PROTEIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL STRAIN COS7; CELL STRAIN HEK293; CONTROLLED STUDY; DRUG MECHANISM; ENZYME ACTIVITY; ENZYME SUBSTRATE; HEART INFARCTION; HUMAN; HUMAN CELL; MICHAELIS CONSTANT; NONHUMAN; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS; PROTEIN DOMAIN; PROTEIN ENGINEERING; STROKE; THROMBOCYTE AGGREGATION; THROMBOCYTE AGGREGATION INHIBITION; UPREGULATION; VASOCONSTRICTION;

AMINO ACID SEQUENCE; ANIMALS; ARACHIDONIC ACID; BASE SEQUENCE; CATALYSIS; CELL LINE; CYTOCHROME P-450 ENZYME SYSTEM; DNA PRIMERS; EPOPROSTENOL; HUMANS; INTRAMOLECULAR OXIDOREDUCTASES; PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES; PROTEIN ENGINEERING; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY;

EID: 33751562597     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi0614277     Document Type: Article

References (27)

1. Majerus, P. W. (1983) Arachidonate metabolism in vascular disorders, J. Clin. Invest. 72, 1521-1525.
2. Pace-Asciak, C. R., and Smith, W. L. (1983) Enzymes in the biosynthesis and catabolism of the eicosanoids: prostaglandins, thromboxanes, leukotrienes and hydroxy fatty acids, Enzymes 16, 544-604.
3. Samuelson, B., Goldyne, M., Granstrom, E., Hamberg, M., Hammarstrom, S., and Malmsten, C. (1978) Prostaglandins and thromboxanes, Ann. Rev. Biochem. 47, 994-1030.
4. Smith, W. L. (1986) Prostaglandin biosynthesis and its compartmentation in vascular smooth muscle and endothelial cells, Ann. Rev. Physiol. 48, 251-262.
5. Funk, C. D. (2001) Prostaglandins and leukotrienes: advances in eicosanoid biology, Science 294, 1871-1875.
6. Vane, J. R., (2002) Biomedicine. Back to an aspirin a day? Science 296, 474-475.
7. Needleman, P., Turk, J., Jackschik, B. A., Morrison, A. R., and Lefkowith, J. B. (1986) Arachidonic acid metabolism, Annu. Rev. Biochem. 55, 69-102.
8. Bunting, S., Gryglewski, R., Moncada, S., and Vane, J. R. (1976) Arterial walls generate from prostaglandin endoperoxides a substance (prostaglandin X) which relaxes strips of mesenteric and coeliac arteries and inhibits platelet aggregation, Prostaglandins 12, 897-913.
9. Moncada, S., Herman, A. G., Higgs, E. A., and Vane, J. R. (1977) Differential formation of prostacyclin (PGX or PGI2) by layers of the arterial wall. An explanation for the anti-thrombotic properties of vascular endothelium, Thromb. Res. 11, 323-344.
10. Weksler, B. B., Ley, C. W., and Jaffe, E. A. (1978) Stimulation of endothelial cell prostacyclin production by thrombin, trypsin, and the ionophore A 23187. J. Clin. Invest. 62, 923-930.
11. Ingerman-Wojenski, C., Silver, M. J., Smith, J. B., and Macarak, E. (1981) Bovine endothelial cells in culture produce thromboxane as well as prostacyclin, J. Clin. Invest. 67, 1292-1296.
12. 2 synthesis antigen in smooth muscle cells, J. Biol. Chem. 258, 5922-5926.
13. Jakobsson, P. J., Thoren, S., Morgenstern, R., and Samuelsson, B. (1999) Identification of human prostaglandin E synthase: a microsomal, glutathione-dependent, inducible enzyme, constituting a potential novel drug target, Proc. Natl. Acad. Sci. U.S.A. 96, 7220-7225.
14. Huang, J. C., Goldsby, J. S., Arbab, F., Melhem, Z., Aleksic, N., and Wu, K. K., (2004) Oviduct prostacyclin functions as a paracrine factor to augment the development of embryos, Hum. Reprod. 19, 2907-2912.
15. Huang, J. C., Goldsby, J. S., and Wun, W. S. (2004) Prostacyclin enhances the implantation and live birth potentials of mouse embryos, Hum. Reprod. 19, 1856-1860.
16. Huang, J. C., Wun, W. S., Goldsby, J. S., Wun, I. C., Falconi, S. M., and Wu, K. K. (2003) Prostacyclin enhances embryo hatching but not sperm motility, Hum. Reprod. 18, 2582-2589.
17. Deng, H., Wu, J., So, S. P., and Ruan, K. H. (2003) Identification of the residues in the helix F/G loop important to catalytic function of membrane-bound prostacyclin synthase, Biochemistry 42, 5609-5617.
18. Ruan, K. H., Deng, H., Wu, J., and So, S. P. (2005) The N-terminal membrane domain of the membrane-bound prostacyclin synthase involved in the substrate presentation in the coupling reaction with cyclooxygenase, Arch. Biochem. Biophys. 435, 372-381.
19. Hatae, N., Yamaoka, K., Sugimoto, Y., Negishi, M., and Ichikawa, A. (2002) Augmentation of receptor-mediated adenylyl cyclase activity by Gi-coupled prostaglandin receptor subtype EP3 in a Gbetagamma subunit-independent manner, Biochem. Biophys. Res. Commun. 290, 162-168.
20. Lin, Y. Z., Deng, H., and Ruan, K. H. (2000) Topology of catalytic portion of prostaglandin I(2) synthase: identification by molecular modeling-guided site-specific antibodies, Arch. Biochem. Biophys. 379, 188-197.
21. Picot, D., Loll, P. J., and Garavito, R. M. (1994) The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1, Nature 367, 243-249.
22. Luong, C., Miller, A., Barnett, J., Chow, J., Ramesha, C., and Browner, M. F. (1996) Flexibility of the NSAID binding site in the structure of human cyclooxygenase-2, Nat. Struct. Biol. 3, 927-933.
23. Deng, H., Huang, A., So, S. P., Lin, Y. Z., and Ruan. K. H. (2002) Substrate access channel topology in membrane-bound prostacyclin synthase, Biochem. J. 362, 545-551.
24. Ruan, K. H., So, S. P., Zheng, W., Wu, J., Li, D., and Kung, J. (2002) Solution structure and topology of the N-terminal membrane anchor domain of a microsomal cytochrome P450: prostaglandin I2 synthase, Biochem. J. 368, 721-728.
25. Wu, J., So, S. P., and Ruan. K. H. (2003) Determination of the membrane contact residues and solution structure of the helix F/G loop of prostaglandin I2 synthase, Arch. Biochem. Biophys. 411, 27-35.
26. Ruan, K. H. (2004) Advance in understanding the biosynthesis of prostacyclin and thromboxane A2 in the endoplasmic reticulum membrane via the cyclooxygenase pathway, Mini Rev. Med. Chem. 4, 639-647.
27. Hirschowitz, E., Hidalgo, G., and Doherty, D. (2002) Induction of cyclo-oxygenase-2 in non-small cell lung cancer cells by infection with DeltaE1, DeltaE3 recombinant adenovirus vectors, Gene Ther. 9, 81-84.