KEGG   PATHWAY: daq00540
Entry
daq00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Dickeya aquatica
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
daq00540  Lipopolysaccharide biosynthesis
daq00540

Module
daq_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:daq00540]
daq_M00063  CMP-KDO biosynthesis [PATH:daq00540]
daq_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:daq00540]
Other DBs
GO: 0009103
Organism
Dickeya aquatica [GN:daq]
Gene
DAQ1742_03313  lpxA; Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
DAQ1742_03812  lpxC; UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
DAQ1742_03315  lpxD; UDP-3-O-[3-hydroxymyristoyl] glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
DAQ1742_01164  lpxH; UDP-2,3-diacylglucosamine diphosphatase [KO:K03269] [EC:3.6.1.54]
DAQ1742_03312  lpxB; Lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
DAQ1742_02114  lpxK; Tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
DAQ1742_00385  kdsD; Arabinose 5-phosphate isomerase [KO:K06041] [EC:5.3.1.13]
DAQ1742_02145  kdsA; 2-Keto-3-deoxy-D-manno-octulosonate-8-phosphate synthase [KO:K01627] [EC:2.5.1.55]
DAQ1742_00384  kdsC; 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase [KO:K03270] [EC:3.1.3.45]
DAQ1742_02116  kdsB; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
DAQ1742_00222  kdtA; Lipid IVA 3-deoxy-D-manno-octulosonic acid transferase [often with also] [KO:K02527] [EC:2.4.99.12 2.4.99.13 2.4.99.14 2.4.99.15]
DAQ1742_02859  lpxL; Lipid A biosynthesis lauroyl acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
DAQ1742_02299  lpxM; Lipid A biosynthesis (KDO) 2-(lauroyl)-lipid IVA acyltransferase [KO:K02560] [EC:2.3.1.243]
DAQ1742_04063  pmrC; phosphethanolamine transferase, LPS decoration [KO:K03760] [EC:2.7.8.43]
DAQ1742_00044  eptB; Phosphoethanolamine transferase specific for the outer Kdo residue of lipopolysaccharide [KO:K12975] [EC:2.7.8.42]
DAQ1742_04454  arnT; Polymyxin resistance protein ArnT, undecaprenyl phosphate-alpha-L-Ara4N transferase; Melittin resistance protein PqaB [KO:K07264] [EC:2.4.2.43]
DAQ1742_00767  lpxP; Lipid A biosynthesis lauroyl acyltransferase [KO:K12974] [EC:2.3.1.242]
DAQ1742_03463  lpcA; Phosphoheptose isomerase 1 [KO:K03271] [EC:5.3.1.28]
DAQ1742_03570  rfaE; ADP-heptose synthase / D-glycero-beta-D-manno-heptose 7-phosphate kinase [KO:K03272] [EC:2.7.1.167 2.7.7.70]
DAQ1742_03515  gmhB; D-glycero-D-manno-heptose 1,7-bisphosphate phosphatase [KO:K03273] [EC:3.1.3.82 3.1.3.83]
DAQ1742_00232  rfaD; ADP-L-glycero-D-manno-heptose-6-epimerase [KO:K03274] [EC:5.1.3.20]
DAQ1742_00230  rfaC; ADP-heptose:LPS heptosyl transferase I [KO:K02841] [EC:2.4.99.23]
DAQ1742_00231  rfaF; ADP-heptose:LPS heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
DAQ1742_00225  waaQ; Lipopolysaccharide heptosyltransferase III [KO:K02849] [EC:2.4.99.25]
DAQ1742_00224  waaG; UDP-glucose:(heptosyl) LPS alpha1,3-glucosyltransferase WaaG [KO:K02844] [EC:2.4.1.-]
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
daq00030  Pentose phosphate pathway
daq00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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