KEGG   PATHWAY: eay00540
Entry
eay00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Erwinia amylovora ATCC 49946
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
eay00540  Lipopolysaccharide biosynthesis
eay00540

Module
eay_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:eay00540]
eay_M00063  CMP-KDO biosynthesis [PATH:eay00540]
eay_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:eay00540]
Other DBs
GO: 0009103
Organism
Erwinia amylovora ATCC 49946 [GN:eay]
Gene
EAM_0831  lpxA; acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
EAM_0704  lpxC; UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
EAM_0829  lpxD; UDP-3-o-[3-hydroxymyristoyl] glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
EAM_1061  lpxH; UDP-2,3-diacylglucosamine hydrolase [KO:K03269] [EC:3.6.1.54]
EAM_0832  lpxB; lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
EAM_1344  lpxK; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
EAM_3099  kdsD; arabinose 5-phosphate isomerase [KO:K06041] [EC:5.3.1.13]
EAM_1590  kdsA; 2-dehydro-3-deoxyphosphooctonate aldolase [KO:K01627] [EC:2.5.1.55]
EAM_3100  kdsC; 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase [KO:K03270] [EC:3.1.3.45]
EAM_1346  kdsB; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
EAM_0078  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]
EAM_1421  htrB; lipid A biosynthesis lauroyl acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
EAM_1998  msbB; lipid A acyltransferase [KO:K02560] [EC:2.3.1.243]
EAM_0928  putative membrane-associated aspartyl/asparaginyl beta-hydroxylase [KO:K12979] [EC:1.14.11.-]
EAM_2226  putative membrane protein [KO:K19803] [EC:2.7.4.29]
EAM_1670  putative membrane-associated sulfatase [KO:K03760] [EC:2.7.8.43]
EAM_3396  eptb [KO:K12975] [EC:2.7.8.42]
EAM_1115  pagP; putative palmitoyl transferase for Lipid A [KO:K12973] [EC:2.3.1.251]
EAM_1094  arnT; undecaprenyl phosphate-alpha-4-amino-4-deoxy-l-arabinose arabinosy transferase [KO:K07264] [EC:2.4.2.43]
EAM_3150  lpxP; lipid A biosynthesis palmitoleoyl acyltransferase [KO:K12974] [EC:2.3.1.242]
EAM_0891  lpcA; phosphoheptose isomerase (D-sedoheptulose 7-phosphate isomerase) [KO:K03271] [EC:5.3.1.28]
EAM_2994  rfaE; bifunctional protein [includes: D-beta-D-heptose 7-phosphate kinase; D-beta-D-heptose 1-phosphate adenosyltransferase] [KO:K03272] [EC:2.7.1.167 2.7.7.70]
EAM_0850  gmhB; D,D-heptose 1,7-bisphosphate phosphatase [KO:K03273] [EC:3.1.3.82 3.1.3.83]
EAM_0090  waaD; ADP-L-Glycero-D-mannoheptose-6-epimerase [KO:K03274] [EC:5.1.3.20]
EAM_0088  waaC; lipopolysaccharide heptosyltransferase-1 [KO:K02841] [EC:2.4.99.23]
EAM_0089  waaF; ADP-heptose-LPS heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
EAM_0082  glycosyl transferase [KO:K02849] [EC:2.4.99.25]
EAM_0081  glycosyl transferase [KO:K02844] [EC:2.4.1.-]
EAM_0086  waaL; O-antigen 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
eay00030  Pentose phosphate pathway
eay00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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