KEGG   PATHWAY: ecoo00540
Entry
ecoo00540                   Pathway                                
Name
Lipopolysaccharide biosynthesis - Escherichia coli O145:H28 RM13514 (EHEC)
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
ecoo00540  Lipopolysaccharide biosynthesis
ecoo00540

Module
ecoo_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:ecoo00540]
ecoo_M00063  CMP-KDO biosynthesis [PATH:ecoo00540]
ecoo_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:ecoo00540]
Other DBs
GO: 0009103
Organism
Escherichia coli O145:H28 RM13514 (EHEC) [GN:ecoo]
Gene
ECRM13514_0189  lpxA; Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
ECRM13514_0100  lpxC; UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
ECRM13514_0187  lpxD; UDP-3-O-[3-hydroxymyristoyl] glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
ECRM13514_0313  ybbF; UDP-2,3-diacylglucosamine hydrolase [KO:K03269] [EC:3.6.1.54]
ECRM13514_0190  lpxB; Lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
ECRM13514_1020  lpxK; Tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
ECRM13514_4156  yrbH; Arabinose 5-phosphate isomerase [KO:K06041] [EC:5.3.1.13]
ECRM13514_1582  kdsA; 2-Keto-3-deoxy-D-manno-octulosonate-8-phosphate synthase [KO:K01627] [EC:2.5.1.55]
ECRM13514_4157  yrbI; 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase [KO:K03270] [EC:3.1.3.45]
ECRM13514_1023  kdsB; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
ECRM13514_4622  kdtA; 3-deoxy-D-manno-octulosonic-acid transferase [KO:K02527] [EC:2.4.99.12 2.4.99.13 2.4.99.14 2.4.99.15]
ECRM13514_1343  Lipid A biosynthesis lauroyl acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
ECRM13514_2363  msbB; Lipid A biosynthesis (KDO) 2-(lauroyl)-lipid IVA acyltransferase [KO:K02560] [EC:2.3.1.243]
ECRM13514_5711  Lipid A biosynthesis (KDO) 2-(lauroyl)-lipid IVA acyltransferase [KO:K02560] [EC:2.3.1.243]
ECRM13514_0819  Putative outer membrane protein [KO:K09953] [EC:3.1.1.-]
ECRM13514_2938  Putative membrane protein [KO:K19803] [EC:2.7.4.29]
ECRM13514_5329  yjdB; Phosphoethanolamine transferase EptA specific for the 1 phosphate group of core-lipid A [KO:K03760] [EC:2.7.8.43]
ECRM13514_4007  eptA; Phosphoethanolamine transferase EptA [KO:K03760] [EC:2.7.8.43]
ECRM13514_1217  Phosphoethanolamine transferase EptA specific for the 1 phosphate group of core-lipid A [KO:K03760] [EC:2.7.8.43]
ECRM13514_4536  yhjW; Phosphoethanolamine transferase specific for the outer Kdo residue of lipopolysaccharide [KO:K12975] [EC:2.7.8.42]
ECRM13514_0646  pagP; Lipid A acylation protein PagP, palmitoyltransferase [KO:K12973] [EC:2.3.1.251]
ECRM13514_3013  arnT; Polymyxin resistance protein ArnT, undecaprenyl phosphate-alpha-L-Ara4N transferase; Melittin resistance protein PqaB [KO:K07264] [EC:2.4.2.43]
ECRM13514_3202  ddg; Lipid A biosynthesis lauroyl acyltransferase [KO:K12974] [EC:2.3.1.242]
ECRM13514_0234  gmhA; Phosphoheptose isomerase 1 [KO:K03271] [EC:5.3.1.28]
ECRM13514_3947  ADP-heptose synthase / D-glycero-beta-D-manno-heptose 7-phosphate kinase [KO:K03272] [EC:2.7.1.167 2.7.7.70]
ECRM13514_0209  yaeD; D-glycero-D-manno-heptose 1,7-bisphosphate phosphatase [KO:K03273] [EC:3.1.3.82 3.1.3.83]
ECRM13514_4610  rfaD; ADP-L-glycero-D-manno-heptose-6-epimerase [KO:K03274] [EC:5.1.3.20]
ECRM13514_4612  rfaC; Lipopolysaccharide heptosyltransferase I [KO:K02841] [EC:2.4.99.23]
ECRM13514_4611  rfaF; ADP-heptose--lipooligosaccharide heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
ECRM13514_4619  waaP; Lipopolysaccharide core biosynthesis protein WaaP, heptosyl-I-kinase [KO:K02848] [EC:2.7.1.235]
ECRM13514_5073  yijP; UPF0141 membrane protein YijP possibly required for phosphoethanolamine modification of lipopolysaccharide [KO:K19353] [EC:2.7.8.-]
ECRM13514_4621  rfaQ; Lipopolysaccharide heptosyltransferase III [KO:K02849] [EC:2.4.99.25]
ECRM13514_5709  hypothetical protein [KO:K23160]
ECRM13514_4607  yibD; Beta-1,3-galactosyltransferase / Beta-1,4-galactosyltransferase [KO:K19354] [EC:2.4.1.-]
ECRM13514_4616  waaY; Lipopolysaccharide core biosynthesis protein RfaY [KO:K02850] [EC:2.7.1.-]
ECRM13514_4620  waaG; UDP-glucose:(heptosyl) LPS alpha1,3-glucosyltransferase WaaG [KO:K02844] [EC:2.4.1.-]
ECRM13514_4618  waaO; UDP-glucose:(glucosyl)lipopolysaccharide alpha-1,3-glucosyltransferase WaaO [KO:K03275] [EC:2.4.1.-]
ECRM13514_4614  waaV; Beta-1,3-glucosyltransferase [KO:K12983] [EC:2.4.1.-]
ECRM13514_4617  waaT; UDP-glucose:(glucosyl)lipopolysaccharide alpha-1,2-glucosyltransferase [KO:K03276] [EC:2.4.1.-]
ECRM13514_4615  waaW; UDP-galactose:(galactosyl) LPS alpha1,2-galactosyltransferase WaaW [KO:K12985] [EC:2.4.1.-]
ECRM13514_4613  waaL; O-antigen polymerase [KO:K02847] [EC:2.4.99.26]
Compound
C00043  UDP-N-acetyl-alpha-D-glucosamine
C00199  D-Ribulose 5-phosphate
C00229  Acyl-carrier protein
C01112  D-Arabinose 5-phosphate
C01187  3-Deoxy-D-manno-octulosonate
C04088  Octadecanoyl-[acyl-carrier protein]
C04121  CMP-3-deoxy-D-manno-octulosonate
C04478  3-Deoxy-D-manno-octulosonate 8-phosphate
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]
C05382  Sedoheptulose 7-phosphate
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)
C06397  ADP-D-glycero-beta-D-manno-heptose
C06398  ADP-L-glycero-beta-D-manno-heptose
C07836  D-glycero-beta-D-manno-Heptose 7-phosphate
C07838  D-glycero-beta-D-manno-Heptose 1-phosphate
C11472  D-glycero-beta-D-manno-Heptose 1,7-bisphosphate
C19877  4-O-Phospho-alpha-Kdo-(2->6)-lipid IVA
C19878  D-glycero-alpha-D-manno-Heptose 7-phosphate
C19879  D-glycero-alpha-D-manno-Heptose 1,7-bisphosphate
C19880  D-glycero-alpha-D-manno-Heptose 1-phosphate
C19881  GDP-D-glycero-alpha-D-manno-heptose
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
ecoo00030  Pentose phosphate pathway
ecoo00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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