KEGG   PATHWAY: eci00540
Entry
eci00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Escherichia coli O18:K1:H7 UTI89 (UPEC)
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
eci00540  Lipopolysaccharide biosynthesis
eci00540

Module
eci_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:eci00540]
eci_M00063  CMP-KDO biosynthesis [PATH:eci00540]
eci_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:eci00540]
Other DBs
GO: 0009103
Organism
Escherichia coli O18:K1:H7 UTI89 (UPEC) [GN:eci]
Gene
UTI89_C0196  lpxA; UDP-N-acetylglucosamine acetyltransferase [KO:K00677] [EC:2.3.1.129]
UTI89_C0105  lpxC; UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
UTI89_C0194  lpxD; UDP-3-O-(3-hydroxymyristoyl)-glucosamine N-acyltransferase; third step of endotoxin (lipidA) synthesis [KO:K02536] [EC:2.3.1.191]
UTI89_C0553  ybbF; UDP-2,3-diacylglucosamine hydrolase [KO:K03269] [EC:3.6.1.54]
UTI89_C0197  lpxB; lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
UTI89_C0986  lpxK; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
UTI89_C3362  kpsF; polysialic acid capsule synthesis protein KpsF [KO:K06041] [EC:5.3.1.13]
UTI89_C3633  yrbH; putative isomerase [KO:K06041] [EC:5.3.1.13]
UTI89_C3213  phosphosugar isomerase [KO:K06041] [EC:5.3.1.13]
UTI89_C1409  kdsA; 2-dehydro-3-deoxyphosphooctulonate aldolase [KO:K01627] [EC:2.5.1.55]
UTI89_C3634  yrbI; conserved hypothetical protein [KO:K03270] [EC:3.1.3.45]
UTI89_C0989  kdsB; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
UTI89_C3365  kpsU; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
UTI89_C4176  kdtA; 3-deoxy-D-manno-octulosonic-acid transferase (KDO) transferase [KO:K02527] [EC:2.4.99.12 2.4.99.13 2.4.99.14 2.4.99.15]
UTI89_C1178  htrB; lauroyl acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
UTI89_C2059  msbB; myristoyl acyltransferase; (KDO)2-(lauroyl)-lipid IVA acyltransferase [KO:K02560] [EC:2.3.1.243]
UTI89_C2451  hypothetical protein [KO:K19803] [EC:2.7.4.29]
UTI89_C4708  yjdB; hypothetical protein YjdB [KO:K03760] [EC:2.7.8.43]
UTI89_C4086  yhjW; membrane-protein YhjW [KO:K12975] [EC:2.7.8.42]
UTI89_C0626  crcA; CrcA protein (PagP monomer) [KO:K12973] [EC:2.3.1.251]
UTI89_C2539  yfbI; putative dolichyl-phosphate beta-D-mannosyltransferase yfbI [KO:K07264] [EC:2.4.2.43]
UTI89_C2710  ddg; DDG protein [KO:K12974] [EC:2.3.1.242]
UTI89_C0262  lpcA; phosphoheptose isomerase [KO:K03271] [EC:5.3.1.28]
UTI89_C3488  ADP-heptose synthase [KO:K03272] [EC:2.7.1.167 2.7.7.70]
UTI89_C0216  yaeD; hypothetical protein YaeD [KO:K03273] [EC:3.1.3.82 3.1.3.83]
UTI89_C4164  rfaD; ADP-L-glycero-D-mannoheptose-6-epimerase [KO:K03274] [EC:5.1.3.20]
UTI89_C4166  rfaC; Lipopolysaccharide heptosyltransferase-1 [KO:K02841] [EC:2.4.99.23]
UTI89_C4165  rfaF; ADP-heptose--lps heptosyltransferase II involved in lipopolysaccharide core biosynthesis [KO:K02843] [EC:2.4.99.24]
UTI89_C4173  rfaP; lipopolysaccharide core biosynthesis protein rfaP [KO:K02848] [EC:2.7.1.235]
UTI89_C4546  yijP; protein YijP [KO:K19353] [EC:2.7.8.-]
UTI89_C4175  rfaQ; lipopolysaccharide core biosynthesis glycosyl transferase rfaQ [KO:K02849] [EC:2.4.99.25]
UTI89_C4160  yibD; putative glycosyl transferase YibD [KO:K19354] [EC:2.4.1.-]
UTI89_C4170  rfaY; lipopolysaccharide core biosynthesis protein rfaY [KO:K02850] [EC:2.7.1.-]
UTI89_C4174  rfaG; lipopolysaccharide core biosynthesis glucosyltransferase I [KO:K02844] [EC:2.4.1.-]
UTI89_C4172  rafI; lipopolysaccharide 1,3-galactosyltransferase [KO:K03275] [EC:2.4.1.-]
UTI89_C4168  waaV; putative beta1,3-glucosyltransferase [KO:K12983] [EC:2.4.1.-]
UTI89_C4171  rfaJ; lipopolysaccharide 1,2-glucosyltransferase [KO:K03276] [EC:2.4.1.-]
UTI89_C4169  waaW; UDP-galactose:(galactosyl) LPS alpha1,2-galactosyltransferase [KO:K12985] [EC:2.4.1.-]
UTI89_C4167  waaL; putative lipid A-core surface polymer ligase [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
eci00030  Pentose phosphate pathway
eci00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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