Propofol shares the binding site with isoflurane and sevoflurane on leukocyte function-associated antigen-1

Anesthesia and Analgesia

Volumn 117, Issue 4, 2013, Pages 803-811

  Yuki, Koichi ^a,b   Bu, Weiming ^c   Xi, Jin ^c   Shimaoka, Motomu ^a,b,d   Eckenhoff, Roderic ^c  

^a BOSTON CHILDREN S HOSPITAL   (United States)

^b HARVARD MEDICAL SCHOOL   (United States)

^c UNIVERSITY OF PENNSYLVANIA   (United States)

^d MIE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

INTERCELLULAR ADHESION MOLECULE 1; ISOFLURANE; LYMPHOCYTE FUNCTION ASSOCIATED ANTIGEN 1; PROPOFOL; SEVOFLURANE; ETHER DERIVATIVE; INHALATION ANESTHETIC AGENT; INTRAVENOUS ANESTHETIC AGENT; LIGAND; MEVINOLIN; PROTEIN BINDING;

ANIMAL CELL; ARTICLE; BINDING SITE; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; DISSOCIATION CONSTANT; DISULFIDE BOND; ENZYME LINKED IMMUNOSORBENT ASSAY; FEMALE; FLUORESCENCE SPECTROSCOPY; HYDROGEN BOND; LIGAND BINDING; LIQUID CHROMATOGRAPHY; NONHUMAN; PHOTOACTIVATION; PHOTOAFFINITY LABELING; PHYSICAL CHEMISTRY; POINT MUTATION; PRIORITY JOURNAL; SIMULATION; TANDEM MASS SPECTROMETRY; ANIMAL; CHEMISTRY; CHO CELL LINE; CRICETULUS; HAMSTER; HUMAN; METABOLISM; PHYSIOLOGY; X RAY CRYSTALLOGRAPHY;

ANESTHETICS, INHALATION; ANESTHETICS, INTRAVENOUS; ANIMALS; CHO CELLS; CRICETINAE; CRICETULUS; CRYSTALLOGRAPHY, X-RAY; HUMANS; ISOFLURANE; LIGANDS; LOVASTATIN; LYMPHOCYTE FUNCTION-ASSOCIATED ANTIGEN-1; METHYL ETHERS; PROPOFOL; PROTEIN BINDING;

EID: 84885021866     PISSN: 00032999     EISSN: 15267598     Source Type: Journal    
DOI: 10.1213/ANE.0b013e3182a00ae0     Document Type: Article

References (56)

1. Sanders RD, Hussell T, Maze M. Sedation & immunomodulation. Crit Care Clin 2009;25:551-70, i. x.
2. Kurosawa S, Kato M. Anesthetics, immune cells, and immune responses. J Anesth 2008;22:263-77
3. Gottschalk A, Sharma S, Ford J, Durieux ME, Tiouririne M. Review article: the role of the perioperative period in recurrence after cancer surgery. Anesth Analg 2010;110:1636-43
4. Von Dossow V, Baur S, Sander M, Tønnesen H, Marks C, Paschen C, Berger G, Spies CD. Propofol increased the interleukin-6 to interleukin-10 ratio more than isoflurane after surgery in long-term alcoholic patients. J Int Med Res 2007;35:395-405 (Pubitemid 46971361)
5. Exadaktylos AK, Buggy DJ, Moriarty DC, Mascha E, Sessler DI. Can anesthetic technique for primary breast cancer surgery affect recurrence or metastasis? Anesthesiology 2006;105:660-4 (Pubitemid 44477309)
6. Hall RI, Smith MS, Rocker G. The systemic inflammatory response to cardiopulmonary bypass: pathophysiological, therapeutic, and pharmacological considerations. Anesth Analg 1997;85:766-82 (Pubitemid 27418878)
7. Wan S, LeClerc JL, Vincent JL. Inflammatory response to cardiopulmonary bypass: mechanisms involved and possible therapeutic strategies. Chest 1997;112:676-92 (Pubitemid 27410703)
8. Yuki K, Soriano SG, Shimaoka M. Sedative drug modulates T-cell and lymphocyte function-associated antigen-1 function. Anesth Analg 2011;112:830-8
9. Yuki K, Astrof NS, Bracken C, Yoo R, Silkworth W, Soriano SG, Shimaoka M. The volatile anesthetic isoflurane perturbs conformational activation of integrin LFA-1 by binding to the allosteric regulatory cavity. FASEB J 2008;22:4109-16
10. Yuki K, Astrof NS, Bracken C, Soriano SG, Shimaoka M. Sevoflurane binds and allosterically blocks integrin lymphocyte function-associated antigen-1. Anesthesiology 2010;113:600-9
11. Shamri R, Grabovsky V, Gauguet JM, Feigelson S, Manevich E, Kolanus W, Robinson MK, Staunton DE, von Andrian UH, Alon R. Lymphocyte arrest requires instantaneous induction of an extended LFA-1 conformation mediated by endotheliumbound chemokines. Nat Immunol 2005;6:497-506 (Pubitemid 41716763)
12. Abram CL, Lowell CA. The ins and outs of leukocyte integrin signaling. Annu Rev Immunol 2009;27:339-62
13. Barber DF, Faure M, Long EO. LFA-1 contributes an early signal for NK cell cytotoxicity. J Immunol 2004;173:3653-9 (Pubitemid 39280725)
14. Xie C, Zhu J, Chen X, Mi L, Nishida N, Springer T. A.
15. EMBO J 2010;29:666-79
16. Arnaout MA. Structure and function of the leukocyte adhesion molecules CD11/CD18. Blood 1990;75:1037-50 (Pubitemid 20086807)
17. Qu A, Leahy DJ. The role of the divalent cation in the structure of the I domain from the CD11a/CD18 integrin. Structure 1996;4:931-42 (Pubitemid 26324705)
18. Zhang H, Astrof NS, Liu JH, Wang JH, Shimaoka M. Crystal structure of isoflurane bound to integrin LFA-1 supports a unified mechanism of volatile anesthetic action in the immune and central nervous systems. FASEB J 2009;23:2735-40
19. Yuki K, Bu W, Xi J, Sen M, Shimaoka M, Eckenhoff RG. Isoflurane binds and stabilizes a closed conformation of the leukocyte function-associated antigen-1. FASEB J 2012;26:4408-17
20. Shimaoka M, Springer TA. Therapeutic antagonists and conformational regulation of integrin function. Nat Rev Drug Discov 2003;2:703-16 (Pubitemid 37361786)
21. Hall MA, Xi J, Lor C, Dai S, Pearce R, Dailey WP, Eckenhoff RG. m-Azipropofol (AziPm) a photoactive analogue of the intravenous general anesthetic propofol. J Med Chem 2010;53:5667-75
22. Nishida N, Xie C, Shimaoka M, Cheng Y, Walz T, Springer TA. Activation of leukocyte beta2 integrins by conversion from bent to extended conformations. Immunity 2006;25:583-94 (Pubitemid 44529036)
23. Shimaoka M, Xiao T, Liu JH, Yang Y, Dong Y, Jun CD, McCormack A, Zhang R, Joachimiak A, Takagi J, Wang JH, Springer TA. Structures of the alpha L I domain and its complex with ICAM-1 reveal a shape-shifting pathway for integrin regulation. Cell 2003;112:99-111 (Pubitemid 36106422)
24. Friesner RA, Banks JL, Murphy RB, Halgren TA, Klicic JJ, Mainz DT, Repasky MP, Knoll EH, Shelley M, Perry JK, Shaw DE, Francis P, Shenkin PS. Glide: a new approach for rapid, accurate docking and scoring. Method and assessment of docking accuracy. J Med Chem 2004;47:1739-49 (Pubitemid 38380917)
25. Vincent F, Ramoni R, Spinelli S, Grolli S, Tegoni M, Cambillau C. Crystal structures of bovine odorant-binding protein in complex with odorant molecules. Eur J Biochem 2004;271:3832-42 (Pubitemid 39331433)
26. Paliwal A, De PK. Purification, cloning and regulation of a novel acid-lipase-like protein of hamster expressed in lacrimal glands and tears during lactation. Biochim Biophys Acta 2007;1771:55-65 (Pubitemid 46073881)
27. Butts CA, Xi J, Brannigan G, Saad AA, Venkatachalan SP, Pearce RA, Klein ML, Eckenhoff RG, Dmochowski IJ. Identification of a fluorescent general anesthetic, 1-aminoanthracene. Proc Natl Acad Sci U S A 2009;106:6501-6
28. Lea WA, Xi J, Jadhav A, Lu L, Austin CP, Simeonov A, Eckenhoff RG. A high-throughput approach for identification of novel general anesthetics. PLoS One 2009;4:e7150
29. Kleywegt GJ, Jones TA. Detection, delineation, measurement and display of cavities in macromolecular structures. Acta Crystallogr D Biol Crystallogr 1994;50:178-85 (Pubitemid 2054290)
30. Weitz-Schmidt G, Welzenbach K, Brinkmann V, Kamata T, Kallen J, Bruns C, Cottens S, Takada Y, Hommel U. Statins selectively inhibit leukocyte function antigen-1 by binding to a novel regulatory integrin site. Nat Med 2001;7:687-92 (Pubitemid 32588024)
31. Kallen J, Welzenbach K, Ramage P, Geyl D, Kriwacki R, Legge G, Cottens S, Weitz-Schmidt G, Hommel U. Structural basis for LFA-1 inhibition upon lovastatin binding to the CD11a I-domain. J Mol Biol 1999;292:1-9 (Pubitemid 29425648)
32. Lu C, Shimaoka M, Salas A, Springer TA. The binding sites for competitive antagonistic, allosteric antagonistic, and agonistic antibodies to the I domain of integrin LFA-1. J Immunol 2004;173:3972-8 (Pubitemid 39280761)
33. Vedula LS, Brannigan G, Economou NJ, Xi J, Hall MA, Liu R, Rossi MJ, Dailey WP, Grasty KC, Klein ML, Eckenhoff RG, Loll PJ. A unitary anesthetic binding site at high resolution. J Biol Chem 2009;284:24176-84
34. Johansson JS, Manderson GA, Ramoni R, Grolli S, Eckenhoff RG. Binding of the volatile general anesthetics halothane and isoflurane to a mammalian beta-barrel protein. FEBS J 2005;272:573-81
35. Nespoulous C, Briand L, Delage MM, Tran V, Pernollet JC. Odorant binding and conformational changes of a rat odorantbinding protein. Chem Senses 2004;29:189-98 (Pubitemid 41289334)
36. Repasky MP, Shelley M, Friesner RA. Flexible ligand docking with Glide. Curr Protoc Bioinformatics 2007;Chapter 8:Unit 8.12
37. Jurd R, Arras M, Lambert S, Drexler B, Siegwart R, Crestani F, Zaugg M, Vogt KE, Ledermann B, Antkowiak B, Rudolph U. General anesthetic actions in vivo strongly attenuated by a point mutation in the GABA(A) receptor beta3 subunit. FASEB J 2003;17:250-2
38. Rudolph U, Antkowiak B. Molecular and neuronal substrates for general anaesthetics. Nat Rev Neurosci 2004;5:709-20 (Pubitemid 39150142)
39. Grasshoff C, Antkowiak B. Propofol and sevoflurane depress spinal neurons in vitro via different molecular targets. Anesthesiology 2004;101:1167-76 (Pubitemid 39430797)
40. Wickley PJ, Yuge R, Martin BA, Meyer JS, Damron DS. Propofol activates and allosterically modulates recombinant protein kinase C epsilon. Anesthesiology 2009;111:36-43
41. Bhattacharya AA, Curry S, Franks NP. Binding of the general anesthetics propofol and halothane to human serum albumin. High resolution crystal structures. J Biol Chem 2000;275:38731-8 (Pubitemid 32009208)
42. Nury H, Van Renterghem C, Weng Y, Tran A, Baaden M, Dufresne V, Changeux JP, Sonner JM, Delarue M, Corringer PJ. X-ray structures of general anaesthetics bound to a pentameric ligand-gated ion channel. Nature 2011;469:428-31
43. Liu R, Loll PJ, Eckenhoff RG. Structural basis for high-affinity volatile anesthetic binding in a natural 4-helix bundle protein. FASEB J 2005;19:567-76 (Pubitemid 40471248)
44. Liu R, Meng Q, Xi J, Yang J, Ha CE, Bhagavan NV, Eckenhoff RG. Comparative binding character of two general anaesthetics for sites on human serum albumin. Biochem J 2004;380: 147-52 (Pubitemid 38725739)
45. Krasowski MD, Jenkins A, Flood P, Kung AY, Hopfinger AJ, Harrison NL. General anesthetic potencies of a series of propofol analogs correlate with potency for potentiation of gammaaminobutyric acid (GABA) current at the GABA(A) receptor but not with lipid solubility. J Pharmacol Exp Ther 2001;297:338-51 (Pubitemid 32242594)
46. Ahrens J, Leuwer M, de la Roche J, Foadi N, Krampfl K, Haeseler G. The non-anaesthetic propofol analogue 2,6-di-tert-butylphenol fails to modulate GABA(A) receptor function. Pharmacology 2009;83:95-8
47. Ahrens J, Haeseler G, Leuwer M, Mohammadi B, Krampfl K, Dengler R, Bufler J. 2,6 di-tert-butylphenol, a nonanesthetic propofol analog, modulates alpha1beta glycine receptor function in a manner distinct from propofol. Anesth Analg 2004;99:91-6 (Pubitemid 38808171)
48. Haddad S, Tamim H, Memish ZA, Arabi Y. Association of preservative-free propofol use and outcome in critically ill patients. Am J Infect Control 2011;39:141-7
49. Ye X, Lian Q, Eckenhoff MF, Eckenhoff RG, Pan JZ. Differential general anesthetic effects on microglial cytokine expression. PLoS One 2013;8:e52887
50. Helmy SA, Al-Attiyah RJ. The immunomodulatory effects of prolonged intravenous infusion of propofol versus midazolam in critically ill surgical patients. Anaesthesia 2001;56:4-8 (Pubitemid 32111865)
51. Albanese J, Martin C, Lacarelle B, Saux P, Durand A, Gouin F. Pharmacokinetics of long-term propofol infusion used for sedation in ICU patients. Anesthesiology 1990;73:214-7 (Pubitemid 20295277)
52. Bachmann MF, Oxenius A. Interleukin 2: from immunostimulation to immunoregulation and back again. EMBO Rep 2007;8:1142-8 (Pubitemid 350201732)
53. Krasowski MD, Nishikawa K, Nikolaeva N, Lin A, Harrison NL. Methionine 286 in transmembrane domain 3 of the GABAA receptor beta subunit controls a binding cavity for propofol and other alkylphenol general anesthetics. Neuropharmacology 2001;41:952-64 (Pubitemid 34024991)
54. Wheeler DW, Thompson AJ, Corletto F, Reckless J, Loke JC, Lapaque N, Grant AJ, Mastroeni P, Grainger DJ, Padgett CL, O'Brien JA, Miller NG, Trowsdale J, Lummis SC, Menon DK, Beech JS. Anaesthetic impairment of immune function is mediated via GABA(A) receptors. PLoS One 2011;6:e17152
55. Ahrens J, Leuwer M, Stachura S, Krampfl K, Belelli D, Lambert JJ, Haeseler G. A transmembrane residue influences the interaction of propofol with the strychnine-sensitive glycine alpha1 and alpha1beta receptor. Anesth Analg 2008;107:1875-83
56. Froh M, Thurman RG, Wheeler MD. Molecular evidence for a glycine-gated chloride channel in macrophages and leukocytes. Am J Physiol Gastrointest Liver Physiol 2002;283:G856-63\