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Volumn 50, Issue SUPPL., 2009, Pages

Discovery of new biosynthetic pathways: The lipid A story

Author keywords

Endotoxin; Francisella tularensis; Vaccine adjuvant

Indexed keywords

ACYL (ACYL CARRIER PROTEIN) UDP N ACETYLGLUCOSAMINE ACYLTRANSFERASE; ACYL-(ACYL-CARRIER-PROTEIN)-UDP-N-ACETYLGLUCOSAMINE ACYLTRANSFERASE; ACYLTRANSFERASE; LIPID A;

EID: 66349133664     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.R800060-JLR200     Document Type: Review
Times cited : (175)

References (43)
  • 1
    • 0021112129 scopus 로고
    • Fatty acyl derivatives of glucosamine 1-phosphate in Escherichia coli and their relation to lipid A: Complete structure of a diacyl GlcN-1-P found in a phosphatidylglycerol-deficient mutant
    • Takayama, K., N. Qureshi, P. Mascagni, M. A. Nashed, L. Anderson, and C. R. H. Raetz. 1983. Fatty acyl derivatives of glucosamine 1-phosphate in Escherichia coli and their relation to lipid A: complete structure of a diacyl GlcN-1-P found in a phosphatidylglycerol-deficient mutant. J. Biol. Chem. 258: 7379-7385.
    • (1983) J. Biol. Chem. , vol.258 , pp. 7379-7385
    • Takayama, K.1    Qureshi, N.2    Mascagni, P.3    Nashed, M.A.4    Anderson, L.5    Raetz, C.R.H.6
  • 2
    • 0018717176 scopus 로고
    • Membrane lipid biogenesis in Escherichia coli: Identification of genetic loci for phosphatidylglycerophosphate synthetase and construction of mutants lacking phosphatidylglycerol
    • Nishijima, M., and C. R. H. Raetz. 1979. Membrane lipid biogenesis in Escherichia coli: identification of genetic loci for phosphatidylglycerophosphate synthetase and construction of mutants lacking phosphatidylglycerol. J. Biol. Chem. 254: 7837-7844. (Pubitemid 10230246)
    • (1979) Journal of Biological Chemistry , vol.254 , Issue.16 , pp. 7837-7844
    • Nishijima, M.1    Raetz, C.R.H.2
  • 3
    • 0025285857 scopus 로고
    • Biochemistry of endotoxins
    • Raetz, C. R. H. 1990. Biochemistry of endotoxins. Annu. Rev. Biochem. 59: 129-170.
    • (1990) Annu. Rev. Biochem. , vol.59 , pp. 129-170
    • Raetz, C.R.H.1
  • 7
    • 0035997382 scopus 로고    scopus 로고
    • Lipopolysaccharide endotoxins
    • DOI 10.1146/annurev.biochem.71.110601.135414
    • Raetz, C. R. H., and C. Whitfield. 2002. Lipopolysaccharide endotoxins. Annu. Rev. Biochem. 71: 635-700. (Pubitemid 34800232)
    • (2002) Annual Review of Biochemistry , vol.71 , pp. 635-700
    • Raetz, C.R.H.1    Whitfield, C.2
  • 8
  • 9
    • 0023654454 scopus 로고
    • Biosynthesis of lipid A precursors in Escherichia coli: A cytoplasmic acyltransferase that converts UDP-N-acetylglucosamine to UDP-3-O-(R-3- hydroxymyristoyl)-N-acetylglucosamine
    • Anderson, M. S., and C. R. H. Raetz. 1987. Biosynthesis of lipid A precursors in Escherichia coli: a cytoplasmic acyltransferase that converts UDP-N-acetylglucosamine to UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine. J. Biol. Chem. 262: 5159-5169.
    • (1987) J. Biol. Chem. , vol.262 , pp. 5159-5169
    • Anderson, M.S.1    Raetz, C.R.H.2
  • 10
  • 11
    • 0027304442 scopus 로고
    • UDP-N-acetylglucosamine acyltransferase of Escherichia coli. The first step of endotoxin biosynthesis is thermodynamically unfavorable
    • Anderson, M. S., H. S. Bull, S. M. Galloway, T. M. Kelly, S. Mohan, K. Radika, and C. R. H. Raetz. 1993. UDP-N-acetylglucosamine acyltransferase of Escherichia coli: the first step of endotoxin biosynthesis is thermodynamically unfavorable. J. Biol. Chem. 268: 19858-19865. (Pubitemid 23270781)
    • (1993) Journal of Biological Chemistry , vol.268 , Issue.26 , pp. 19858-19865
    • Anderson, M.S.1    Bull, H.G.2    Galloway, S.M.3    Kelly, T.M.4    Mohan, S.5    Radika, K.6    Raetz, C.R.H.7
  • 12
    • 0032971984 scopus 로고    scopus 로고
    • UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase of Escherichia coli is a zinc metalloenzyme
    • Jackman, J. E., C. R. H. Raetz, and C. A. Fierke. 1999. UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase of Escherichia coli is a zinc metalloenzyme. Biochemistry. 38: 1902-1911.
    • (1999) Biochemistry , vol.38 , pp. 1902-1911
    • Jackman, J.E.1    Raetz, C.R.H.2    Fierke, C.A.3
  • 14
    • 29244445498 scopus 로고    scopus 로고
    • A slow, tight-binding inhibitor of the zinc-dependent deacetylase LpxC of lipid a biosynthesis with antibiotic activity comparable to ciprofloxacin
    • DOI 10.1021/bi0518186
    • McClerren, A. L., S. Endsley, J. L. Bowman, N. H. Andersen, Z. Guan, J. Rudolph, and C. R. H. Raetz. 2005. A slow, tight-binding inhibitor of the zinc-dependent deacetylase LpxC of lipid A biosynthesis with antibiotic activity comparable to ciprofloxacin. Biochemistry. 44: 16574-16583. (Pubitemid 41832039)
    • (2005) Biochemistry , vol.44 , Issue.50 , pp. 16574-16583
    • McClerren, A.L.1    Endsley, S.2    Bowman, J.L.3    Andersen, N.H.4    Guan, Z.5    Rudolph, J.6    Raetz, C.R.H.7
  • 15
    • 43249099873 scopus 로고    scopus 로고
    • Steady-state kinetics and mechanism of LpxD, the N-acyltransferase of lipid A biosynthesis
    • DOI 10.1021/bi800240r
    • Bartling, C. M., and C. R. H. Raetz. 2008. Steady-state kinetics and mechanism of LpxD, the N-acyltransferase of lipid A biosynthesis. Biochemistry. 47: 5290-5302. (Pubitemid 351656973)
    • (2008) Biochemistry , vol.47 , Issue.19 , pp. 5290-5302
    • Bartling, C.M.1    Raetz, C.R.H.2
  • 16
    • 0037135537 scopus 로고    scopus 로고
    • The Escherichia coli gene encoding the UDP-2,3-diacylglucosamine pyrophosphatase of lipid A biosynthesis
    • DOI 10.1074/jbc.M204067200
    • Babinski, K. J., A. A. Ribeiro, and C. R. H. Raetz. 2002. The Escherichia coli gene encoding the UDP-2,3-diacylglucosamine pyrophosphatase of lipid A biosynthesis. J. Biol. Chem. 277: 25937-25946. (Pubitemid 34967074)
    • (2002) Journal of Biological Chemistry , vol.277 , Issue.29 , pp. 25937-25946
    • Babinski, K.J.1    Ribeiro, A.A.2    Raetz, C.R.H.3
  • 17
    • 0023737216 scopus 로고
    • Purification and properties of lipid A disaccharide synthase of Escherichia coli
    • Radika, K., and C. R. H. Raetz. 1988. Purification and properties of lipid A disaccharide synthase of Escherichia coli. J. Biol. Chem. 263: 14859-14867.
    • (1988) J. Biol. Chem. , vol.263 , pp. 14859-14867
    • Radika, K.1    Raetz, C.R.H.2
  • 18
    • 0028844306 scopus 로고
    • A left-handed parallel β helix in the structure of UDP-N-acetylglucosamine acyltransferase
    • Raetz, C. R. H., and S. L. Roderick. 1995. A left-handed parallel β helix in the structure of UDP-N-acetylglucosamine acyltransferase. Science. 270: 997-1000.
    • (1995) Science , vol.270 , pp. 997-1000
    • Raetz, C.R.H.1    Roderick, S.L.2
  • 19
    • 13444287735 scopus 로고    scopus 로고
    • a analysis of an active site histidine: Insights into the mechanism and inhibitor design
    • DOI 10.1021/bi047820z
    • Coggins, B. E., A. L. McClerren, L. Jiang, X. Li, J. Rudolph, O. Hindsgaul, C. R. H. Raetz, and P. Zhou. 2005. Refined solution structure of the LpxC-TU-514 complex and pKa analysis of an active site histidine: insights into the mechanism and inhibitor design. Biochemistry. 44: 1114-1126. (Pubitemid 40208991)
    • (2005) Biochemistry , vol.44 , Issue.4 , pp. 1114-1126
    • Coggins, B.E.1    McClerren, A.L.2    Jiang, L.3    Li, X.4    Rudolph, J.5    Hindsgaul, O.6    Raetz, C.R.H.7    Zhou, P.8
  • 22
    • 0030868685 scopus 로고    scopus 로고
    • Identification of the gene encoding the Escherichia coli lipid A 4'- kinase: Facile phosphorylation of endotoxin analogs with recombinant LpxK
    • DOI 10.1074/jbc.272.35.21855
    • Garrett, T. A., J. L. Kadrmas, and C. R. H. Raetz. 1997. Identification of the gene encoding the Escherichia coli lipid A 4′-kinase. Facile synthesis of endotoxin analogs with recombinant LpxK. J. Biol. Chem. 272: 21855-21864. (Pubitemid 27382802)
    • (1997) Journal of Biological Chemistry , vol.272 , Issue.35 , pp. 21855-21864
    • Garrett, T.A.1    Kadrmas, J.L.2    Raetz, C.R.H.3
  • 24
    • 34250813748 scopus 로고    scopus 로고
    • Crystal structures of human MD-2 and its complex with antiendotoxic lipid IVa
    • DOI 10.1126/science.1139111
    • Ohto, U., K. Fukase, K. Miyake, and Y. Satow. 2007. Crystal structures of human MD-2 and its complex with antiendotoxic lipid IVa. Science. 316: 1632-1634. (Pubitemid 46982039)
    • (2007) Science , vol.316 , Issue.5831 , pp. 1632-1634
    • Onto, U.1    Fukase, K.2    Miyake, K.3    Satow, Y.4
  • 25
    • 34548222514 scopus 로고    scopus 로고
    • Crystal Structure of the TLR4-MD-2 Complex with Bound Endotoxin Antagonist Eritoran
    • DOI 10.1016/j.cell.2007.08.002, PII S0092867407010215
    • Kim, H. M., B. S. Park, J. I. Kim, S. E. Kim, J. Lee, S. C. Oh, P. Enkhbayar, N. Matsushima, H. Lee, O. J. Yoo, et al. 2007. Crystal structure of the TLR4-MD-2 complex with bound endotoxin antagonist Eritoran. Cell. 130: 906-917. (Pubitemid 47332573)
    • (2007) Cell , vol.130 , Issue.5 , pp. 906-917
    • Kim, H.M.1    Park, B.S.2    Kim, J.-I.3    Kim, S.E.4    Lee, J.5    Oh, S.C.6    Enkhbayar, P.7    Matsushima, N.8    Lee, H.9    Yoo, O.J.10    Lee, J.-O.11
  • 26
    • 0026756436 scopus 로고
    • Biosynthesis of endotoxins: Purification and catalytic properties of 3-deoxy-D-manno-octulosonic acid transferase from Escherichia coli
    • Belunis, C. J., and C. R. H. Raetz. 1992. Biosynthesis of endotoxins: purification and catalytic properties of 3-deoxy-D-manno-octulosonic acid transferase from Escherichia coli. J. Biol. Chem. 267: 9988-9997.
    • (1992) J. Biol. Chem. , vol.267 , pp. 9988-9997
    • Belunis, C.J.1    Raetz, C.R.H.2
  • 27
    • 0037134515 scopus 로고    scopus 로고
    • A triple mutant of Escherichia coli lacking secondary acyl chains on lipid A
    • DOI 10.1074/jbc.M200409200
    • Vorachek-Warren, M. K., S. Ramirez, R. J. Cotter, and C. R. H. Raetz. 2002. A triple mutant of Escherichia coli lacking secondary acyl chains on lipid A. J. Biol. Chem. 277: 14194-14205. (Pubitemid 34968032)
    • (2002) Journal of Biological Chemistry , vol.277 , Issue.16 , pp. 14194-14205
    • Vorachek-Warren, M.K.1    Ramirez, S.2    Cotter, R.J.3    Raetz, C.R.H.4
  • 28
    • 49749152413 scopus 로고    scopus 로고
    • Purification and mutagenesis of LpxL, the lauroyltransferase of Escherichia coli lipid A biosynthesis
    • Six, D. A., S. M. Carty, Z. Guan, and C. R. H. Raetz. 2008. Purification and mutagenesis of LpxL, the lauroyltransferase of Escherichia coli lipid A biosynthesis. Biochemistry. 47: 8623-8637.
    • (2008) Biochemistry , vol.47 , pp. 8623-8637
    • Six, D.A.1    Carty, S.M.2    Guan, Z.3    Raetz, C.R.H.4
  • 29
    • 0037094025 scopus 로고    scopus 로고
    • Two msbB genes encoding maximal acylation of lipid A are required for invasive Shigella flexneri to mediate inflammatory rupture and destruction of the intestinal epithelium
    • D'Hauteville, H., S. Khan, D. J. Maskell, A. Kussak, A. Weintraub, J. Mathison, R. J. Ulevitch, N. Wuscher, C. Parsot, and P. J. Sansonetti. 2002. Two msbB genes encoding maximal acylation of lipid A are required for invasive Shigella flexneri to mediate inflammatory rupture and destruction of the intestinal epithelium. J. Immunol. 168: 5240-5251. (Pubitemid 34495992)
    • (2002) Journal of Immunology , vol.168 , Issue.10 , pp. 5240-5251
    • D'Hauteville, H.1    Khan, S.2    Maskell, D.J.3    Kussak, A.4    Weintraub, A.5    Mathison, J.6    Ulevitch, R.J.7    Wuscher, N.8    Parsot, C.9    Sansonetti, P.J.10
  • 30
    • 35348906348 scopus 로고    scopus 로고
    • Biogenesis of the gram-negative bacterial outer membrane
    • DOI 10.1146/annurev.micro.61.080706.093245
    • Bos, M. P., V. Robert, and J. Tommassen. 2007. Biogenesis of the gram-negative bacterial outer membrane. Annu. Rev. Microbiol. 61: 191-214. (Pubitemid 350058206)
    • (2007) Annual Review of Microbiology , vol.61 , pp. 191-214
    • Bos, M.P.1    Robert, V.2    Tommassen, J.3
  • 31
    • 0036453946 scopus 로고    scopus 로고
    • Structural analysis of Francisella tularensis lipopolysaccharide
    • DOI 10.1046/j.1432-1033.2002.03321.x
    • Vinogradov, E., M. B. Perry, and J. W. Conlan. 2002. Structural analysis of Francisella tularensis lipopolysaccharide. Eur. J. Biochem. 269: 6112-6118. (Pubitemid 35461823)
    • (2002) European Journal of Biochemistry , vol.269 , Issue.24 , pp. 6112-6118
    • Vinogradov, E.1    Perry, M.B.2    Conlan, J.W.3
  • 33
    • 33845256842 scopus 로고    scopus 로고
    • Structure and biosynthesis of free lipid A molecules that replace lipopolysaccharide in Francisella tularensis subsp. novicida
    • DOI 10.1021/bi061767s
    • Wang, X., A. A. Ribeiro, Z. Guan, S. McGrath, R. Cotter, and C. R. H. Raetz. 2006. Structure and biosynthesis of free lipid A molecules that replace lipopolysaccharide in Francisella tularensis subsp. novicida. Biochemistry. 45: 14427-14440. (Pubitemid 44865198)
    • (2006) Biochemistry , vol.45 , Issue.48 , pp. 14427-14440
    • Wang, X.1    Ribeiro, A.A.2    Guan, Z.3    McGrath, S.C.4    Cotter, R.J.5    Raetz, C.R.H.6
  • 34
    • 33646906020 scopus 로고    scopus 로고
    • Expression cloning and periplasmic orientation of the Francisella novicida lipid A 4′-phosphatase LpxF
    • DOI 10.1074/jbc.M600435200
    • Wang, X., S. C. McGrath, R. J. Cotter, and C. R. H. Raetz. 2006. Expression cloning and periplasmic orientation of the Francisella novicida lipid A 4′-phosphatase LpxF. J. Biol. Chem. 281: 9321-9330. (Pubitemid 43864648)
    • (2006) Journal of Biological Chemistry , vol.281 , Issue.14 , pp. 9321-9330
    • Wang, X.1    McGrath, S.C.2    Cotter, R.J.3    Raetz, C.R.H.4
  • 35
    • 10344259135 scopus 로고    scopus 로고
    • MsbA transporter-dependent lipid A 1-dephosphorylation on the periplasmic surface of the inner membrane: Topography of Francisella novicida LpxE expressed in Escherichia coli
    • DOI 10.1074/jbc.M409078200
    • Wang, X., M. J. Karbarz, S. C. McGrath, R. J. Cotter, and C. R. H. Raetz. 2004. MsbA transporter-dependent lipid A 1-dephosphorylation on the periplasmic surface of the inner membrane: topography of Francisella novicida LpxE expressed in Escherichia coli. J. Biol. Chem. 279: 49470-49478. (Pubitemid 39625834)
    • (2004) Journal of Biological Chemistry , vol.279 , Issue.47 , pp. 49470-49478
    • Wang, X.1    Karbarz, M.J.2    McGrath, S.C.3    Cotter, R.J.4    Raetz, C.R.H.5
  • 38
    • 33746850568 scopus 로고    scopus 로고
    • An outer membrane enzyme encoded by Salmonella typhimurium lpxR that removes the 3′-acyloxyacyl moiety of lipid A
    • DOI 10.1074/jbc.M603527200
    • Reynolds, C. M., A. A. Ribeiro, S. C. McGrath, R. J. Cotter, C. R. H. Raetz, and M. S. Trent. 2006. An outer membrane enzyme encoded by Salmonella typhimurium lpxR that removes the 3′-acyloxyacyl moiety of lipid A. J. Biol. Chem. 281: 21974-21987. (Pubitemid 44181901)
    • (2006) Journal of Biological Chemistry , vol.281 , Issue.31 , pp. 21974-21987
    • Reynolds, C.M.1    Ribeiro, A.A.2    McGrath, S.C.3    Cotter, R.J.4    Raetz, C.R.H.5    Trent, M.S.6
  • 39
    • 18244395070 scopus 로고    scopus 로고
    • A novel 3-deoxy-d-manno-octulosonic acid (Kdo) hydrolase that removes the outer Kdo sugar of Helicobacter pylori lipopolysaccharide
    • DOI 10.1128/JB.187.10.3374-3383.2005
    • Stead, C., A. Tran, D. Ferguson, Jr., S. McGrath, R. Cotter, and S. Trent. 2005. A novel 3-deoxy-D-manno-octulosonic acid (Kdo) hydrolase that removes the outer Kdo sugar of Helicobacter pylori lipopolysaccharide. J. Bacteriol. 187: 3374-3383. (Pubitemid 40628691)
    • (2005) Journal of Bacteriology , vol.187 , Issue.10 , pp. 3374-3383
    • Stead, C.1    Tran, A.2    Ferguson Jr., D.3    McGrath, S.4    Cotter, R.5    Trent, S.6
  • 40
    • 7244248683 scopus 로고    scopus 로고
    • MsbA-dependent translocation of lipids across the inner membrane of Escherichia coli
    • DOI 10.1074/jbc.M408106200
    • Doerrler, W. T., H. S. Gibbons, and C. R. H. Raetz. 2004. MsbA-dependent translocation of lipids across the inner membrane of Escherichia coli. J. Biol. Chem. 279: 45102-45109. (Pubitemid 39430925)
    • (2004) Journal of Biological Chemistry , vol.279 , Issue.43 , pp. 45102-45109
    • Doerrler, W.T.1    Gibbons, H.S.2    Christian, R.3    Raetz, H.4
  • 42
    • 33750047495 scopus 로고    scopus 로고
    • Management of sepsis
    • DOI 10.1056/NEJMra043632
    • Russell, J. A. 2006. Management of sepsis. N. Engl. J. Med. 355: 1699-1713. (Pubitemid 44583960)
    • (2006) New England Journal of Medicine , vol.355 , Issue.16 , pp. 1699-1713
    • Russell, J.A.1
  • 43
    • 3142690381 scopus 로고    scopus 로고
    • Taking a toll on human disease: Toll-like receptor 4 agonists as vaccine adjuvants and monotherapeutic agents
    • DOI 10.1517/14712598.4.7.1129
    • Baldridge, J. R., P. McGowan, J. T. Evans, C. Cluff, S. Mossman, D. Johnson, and D. Persing. 2004. Taking a Toll on human disease: Tolllike receptor 4 agonists as vaccine adjuvants and monotherapeutic agents. Expert Opin. Biol. Ther. 4: 1129-1138. (Pubitemid 38937554)
    • (2004) Expert Opinion on Biological Therapy , vol.4 , Issue.7 , pp. 1129-1138
    • Baldridge, J.R.1    McGowan, P.2    Evans, J.T.3    Cluff, C.4    Mossman, S.5    Johnson, D.6    Persing, D.7


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