KEGG   PATHWAY: eco00540
Entry
eco00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Escherichia coli K-12 MG1655
Description
Lipopolysaccharide (LPS) is the major component of the outer membrane of Gram-negative bacteria consisting of three domains: a hydrophobic anchor called lipid A, a non-repeating core oligosaccharide (OS) and a repetitive glycan polymer called O-antigen or O-polysaccharide (O-PS). The enzymes for the biosynthesis of lipid A are well conserved among Gram-negative bacterial species [MD:M00060 M00866]. The core OS connecting lipid A with O-antigen is divided into inner and outer parts. Five core types, K-12 and R1-R4, are identified in Escherichia coli, with the common inner part composed of Kdo (ketodeoxyoctulosonic acid) and Hep (heptose) residues and the outer part made of various sugar residues. O-antigen is the most variable part used for serotyping of pathogenic Escherichia coli, where about 170 types are known. All three domains are involved in toxicity, pathogenicity, antimicrobial resistance and other activities.
Class
Metabolism; Glycan biosynthesis and metabolism
Pathway map
eco00540  Lipopolysaccharide biosynthesis
eco00540

Module
eco_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:eco00540]
Other DBs
GO: 0009103
Organism
Escherichia coli K-12 MG1655 [GN:eco]
Gene
b0096  lpxC; UDP-3-O-acyl-N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
b0179  lpxD; UDP-3-O-(3-hydroxymyristoyl)glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
b0181  lpxA; acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
b0182  lpxB; lipid A disaccharide synthase [KO:K00748] [EC:2.4.1.182]
b0524  lpxH; UDP-2,3-diacylglucosamine diphosphatase [KO:K03269] [EC:3.6.1.54]
b0622  pagP; Lipid A palmitoyltransferase [KO:K12973] [EC:2.3.1.251]
b0915  lpxK; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
b1054  lpxL; lauroyl acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
b1855  lpxM; Lipid A biosynthesis myristoyltransferase [KO:K02560] [EC:2.3.1.243]
b2174  lpxT; lipid A-core phosphotransferase [KO:K19803] [EC:2.7.4.29]
b2257  arnT; lipid IVA 4-amino-4-deoxy-L-arabinosyltransferase [KO:K07264] [EC:2.4.2.43]
b2378  lpxP; palmitoleoyl acyltransferase [KO:K12974] [EC:2.3.1.242]
b3546  eptB; phosphoethanolamine transferase EptB [KO:K12975] [EC:2.7.8.42]
b3615  waaH; UDP-glucuronate:LPS(HepIII) glycosyltransferase [KO:K19354] [EC:2.4.1.-]
b3620  waaF; ADP-heptose--LPS heptosyltransferase 2 [KO:K02843] [EC:2.4.99.24]
b3621  waaC; ADP-heptose:LPS heptosyltransferase 1 [KO:K02841] [EC:2.4.99.23]
b3622  waaL; O-antigen ligase [KO:K02847] [EC:2.4.99.26]
b3623  waaU; putative ADP-heptose:LPS heptosyltransferase 4 [KO:K03277] [EC:2.4.-.-]
b3624  waaZ; lipopolysaccharide core biosynthesis protein WaaZ [KO:K12981] [EC:2.4.99.-]
b3625  waaY; lipopolysaccharide core heptose (II) kinase [KO:K02850] [EC:2.7.1.-]
b3626  waaJ; UDP-glucose:(glucosyl)LPS alpha-1,2-glucosyltransferase [KO:K03276] [EC:2.4.1.-]
b3627  waaO; UDP-D-glucose:(glucosyl)LPS alpha-1,3-glucosyltransferase [KO:K03275] [EC:2.4.1.-]
b3628  waaB; UDP-D-galactose:(glucosyl)lipopolysaccharide-1,6-D-galactosyltransferase [KO:K02840] [EC:2.4.1.-]
b3629  waaS; lipopolysaccharide core biosynthesis protein WaaS [KO:K12986] [EC:2.4.1.-]
b3630  waaP; lipopolysaccharide core heptose (I) kinase [KO:K02848] [EC:2.7.1.235]
b3631  waaG; lipopolysaccharide glucosyltransferase I [KO:K02844] [EC:2.4.1.-]
b3632  waaQ; lipopolysaccharide core heptosyltransferase 3 [KO:K02849] [EC:2.4.99.25]
b3633  waaA; KDO transferase [KO:K02527] [EC:2.4.99.12 2.4.99.13 2.4.99.14 2.4.99.15]
b3955  eptC; phosphoethanolamine transferase EptC [KO:K19353] [EC:2.7.8.-]
b4114  eptA; phosphoethanolamine transferase EptA [KO:K03760] [EC:2.7.8.43]
Compound
C00043  UDP-N-acetyl-alpha-D-glucosamine
C00229  Acyl-carrier protein
C01187  3-Deoxy-D-manno-octulosonate
C04088  Octadecanoyl-[acyl-carrier protein]
C04121  CMP-3-deoxy-D-manno-octulosonate
C04652  UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine
C04738  UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine
C04824  Lipid X
C04919  2,3,2'3'-Tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate
C04932  Lipid A disaccharide
C05223  Dodecanoyl-[acyl-carrier protein]
C05761  Tetradecanoyl-[acp]
C06022  UDP-3-O-(3-hydroxytetradecanoyl)-D-glucosamine
C06024  3-Deoxy-D-manno-octulosonyl-lipid IV(A)
C06025  KDO2-lipid IVA
C06026  KDO2-lipid A
C06251  Lauroyl-KDO2-lipid IV(A)
C06398  ADP-L-glycero-beta-D-manno-heptose
C16157  Undecaprenyl phosphate alpha-L-Ara4N
C19877  4-O-Phospho-alpha-Kdo-(2->6)-lipid IVA
C19884  Lipid IIA
C19890  alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A
C20933  (9Z)-Hexadec-9-enoyl-KDO2-lipid IV(A)
C21157  KDO2-lipid A 1-diphosphate
C21173  PEtN-KDO2-lipid A
C21461  KDO2-lipid A 1-(2-aminoethyl diphosphate)
C21463  KDO2-lipid A 1,4'-bis(2-aminoethyl diphosphate)
C21982  Lipid IVB
C21983  Deacyl-lipid IVB
C21984  Deacyl-lipid IVA
C21988  H. pylori KDO2-lipid A
C21991  Palmitoleoyl-myristoyl-KDO2-lipid A
C21992  3'-O-Deacylated KDO2-lipid A
C21993  C16-KDO2-lipid A
C21994  1-Dephospho-KDO2-lipid A
C21995  1-PEtN-KDO2-lipid A
C21996  1-PEtN-KDO-lipid A
C21997  4'-Dephosphorylated 1-PEtN-KDO-lipid A
C21998  H. pylori KDO-lipid A
C21999  Stearoyl-KDO2-lipid IVA
C22002  Lipid IIB
C22003  (S)-2-Hydroxymyristate-modified lipid A
C22068  H. pylori KDO2-lipid IVA
Reference
PMID:9791168
  Authors
Heinrichs DE, Yethon JA, Whitfield C.
  Title
Molecular basis for structural diversity in the core regions of the lipopolysaccharides of Escherichia coli and Salmonella enterica.
  Journal
Mol Microbiol 30:221-32 (1998)
DOI:10.1046/j.1365-2958.1998.01063.x
Reference
  Authors
Kneidinger B, Marolda C, Graninger M, Zamyatina A, McArthur F, Kosma P, Valvano MA, Messner P.
  Title
Biosynthesis pathway of ADP-L-glycero-beta-D-manno-heptose in Escherichia coli.
  Journal
J Bacteriol 184:363-9 (2002)
DOI:10.1128/JB.184.2.363-369.2002
Reference
PMID:9587193
  Authors
Wyckoff TJ, Raetz CR, Jackman JE.
  Title
Antibacterial and anti-inflammatory agents that target endotoxin.
  Journal
Trends Microbiol 6:154-9 (1998)
DOI:10.1016/S0966-842X(98)01230-X
Reference
PMID:9765561
  Authors
Shibayama K, Ohsuka S, Tanaka T, Arakawa Y, Ohta M.
  Title
Conserved structural regions involved in the catalytic mechanism of Escherichia coli K-12 WaaO (RfaI).
  Journal
J Bacteriol 180:5313-8 (1998)
DOI:10.1128/JB.180.20.5313-5318.1998
Reference
  Authors
Raetz CR, Whitfield C
  Title
Lipopolysaccharide endotoxins.
  Journal
Annu Rev Biochem 71:635-700 (2002)
DOI:10.1146/annurev.biochem.71.110601.135414
Reference
  Authors
Rubin EJ, O'Brien JP, Ivanov PL, Brodbelt JS, Trent MS
  Title
Identification of a broad family of lipid A late acyltransferases with non-canonical substrate specificity.
  Journal
Mol Microbiol 91:887-99 (2014)
DOI:10.1111/mmi.12501
Reference
  Authors
Stead CM, Zhao J, Raetz CR, Trent MS
  Title
Removal of the outer Kdo from Helicobacter pylori lipopolysaccharide and its impact on the bacterial surface.
  Journal
Mol Microbiol 78:837-52 (2010)
DOI:10.1111/j.1365-2958.2010.07304.x
Reference
  Authors
Ebbensgaard A, Mordhorst H, Aarestrup FM, Hansen EB
  Title
The Role of Outer Membrane Proteins and Lipopolysaccharides for the Sensitivity of Escherichia coli to Antimicrobial Peptides.
  Journal
Front Microbiol 9:2153 (2018)
DOI:10.3389/fmicb.2018.02153
Reference
  Authors
Botos I, Noinaj N, Buchanan SK
  Title
Insertion of proteins and lipopolysaccharide into the bacterial outer membrane.
  Journal
Philos Trans R Soc Lond B Biol Sci 372:20160224 (2017)
DOI:10.1098/rstb.2016.0224
Related
pathway
eco00520  Amino sugar and nucleotide sugar metabolism
eco00541  Biosynthesis of various nucleotide sugars
KO pathway
ko00540   

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