KEGG   PATHWAY: ppw00540
Entry
ppw00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Pseudomonas putida W619
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
ppw00540  Lipopolysaccharide biosynthesis
ppw00540

Module
ppw_M00063  CMP-KDO biosynthesis [PATH:ppw00540]
Other DBs
GO: 0009103
Organism
Pseudomonas putida W619 [GN:ppw]
Gene
PputW619_4070  acyl-(acyl-carrier-protein)--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
PputW619_0950  UDP-3-0-acyl N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
PputW619_4072  UDP-3-O-(3-hydroxymyristoyl) glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
PputW619_2404  UDP-2,3-diacylglucosamine hydrolase [KO:K03269] [EC:3.6.1.54]
PputW619_4069  lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
PputW619_1511  tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
PputW619_1393  KpsF/GutQ family protein [KO:K06041] [EC:5.3.1.13]
PputW619_4258  KpsF/GutQ family protein [KO:K06041] [EC:5.3.1.13]
PputW619_1422  2-dehydro-3-deoxyphosphooctonate aldolase [KO:K01627] [EC:2.5.1.55]
PputW619_4259  3-deoxy-D-manno-octulosonate 8-phosphate phosphatase, YrbI family [KO:K03270] [EC:3.1.3.45]
PputW619_1513  3-deoxy-D-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
PputW619_0538  Three-deoxy-D-manno-octulosonic-acid transferase domain protein [KO:K02527] [EC:2.4.99.12 2.4.99.13 2.4.99.14 2.4.99.15]
PputW619_0082  lipid A biosynthesis acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
PputW619_1285  lipid A biosynthesis lauroyl (or palmitoleoyl) acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
PputW619_3076  Aspartyl/Asparaginyl beta-hydroxylase [KO:K12979] [EC:1.14.11.-]
PputW619_3870  Aspartyl/Asparaginyl beta-hydroxylase [KO:K12979] [EC:1.14.11.-]
PputW619_2985  sulfatase [KO:K03760] [EC:2.7.8.43]
PputW619_0042  protein of unknown function DUF1705 [KO:K03760] [EC:2.7.8.43]
PputW619_1324  conserved hypothetical protein [KO:K12976] [EC:3.1.1.-]
PputW619_4452  conserved hypothetical protein [KO:K12976] [EC:3.1.1.-]
PputW619_2892  conserved hypothetical protein [KO:K12976] [EC:3.1.1.-]
PputW619_0931  phosphoheptose isomerase [KO:K03271] [EC:5.3.1.28]
PputW619_0532  rfaE bifunctional protein [KO:K03272] [EC:2.7.1.167 2.7.7.70]
PputW619_0078  histidinol-phosphate phosphatase family protein [KO:K03273] [EC:3.1.3.82 3.1.3.83]
PputW619_4861  lipopolysaccharide heptosyltransferase I [KO:K02841] [EC:2.4.99.23]
PputW619_4862  lipopolysaccharide heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
PputW619_4859  lipopolysaccharide kinase [KO:K02848] [EC:2.7.1.235]
PputW619_4860  glycosyl transferase group 1 [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
ppw00030  Pentose phosphate pathway
ppw00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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