KEGG   PATHWAY: kob00540
Entry
kob00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Kosakonia sp. SMBL-WEM22
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
kob00540  Lipopolysaccharide biosynthesis
kob00540

Module
kob_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:kob00540]
kob_M00063  CMP-KDO biosynthesis [PATH:kob00540]
kob_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:kob00540]
Other DBs
GO: 0009103
Organism
Kosakonia sp. SMBL-WEM22 [GN:kob]
Gene
HF650_04645  lpxA; acyl-ACP--UDP-N-acetylglucosamine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
HF650_04255  lpxC; UDP-3-O-acyl-N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
HF650_07910  lpxC; UDP-3-O-acyl-N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
HF650_04635  lpxD; UDP-3-O-(3-hydroxymyristoyl)glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
HF650_06145  lpxH; UDP-2,3-diacylglucosamine diphosphatase [KO:K03269] [EC:3.6.1.54]
HF650_04650  lpxB; lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
HF650_08570  lpxK; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
HF650_21240  kdsD; arabinose-5-phosphate isomerase KdsD [KO:K06041] [EC:5.3.1.13]
HF650_12490  kdsA; 3-deoxy-8-phosphooctulonate synthase [KO:K01627] [EC:2.5.1.55]
HF650_21245  kdsC; 3-deoxy-manno-octulosonate-8-phosphatase KdsC [KO:K03270] [EC:3.1.3.45]
HF650_08585  kdsB; 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
HF650_00605  waaA; 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]
HF650_09175  LpxL/LpxP family Kdo(2)-lipid IV(A) lauroyl/palmitoleoyl acyltransferasee [KO:K02517] [EC:2.3.1.241 2.3.1.-]
HF650_13885  lpxM; lauroyl-Kdo(2)-lipid IV(A) myristoyltransferase [KO:K02560] [EC:2.3.1.243]
HF650_15870  phosphatase PAP2 family protein [KO:K19803] [EC:2.7.4.29]
HF650_07595  eptA; phosphoethanolamine transferase EptA [KO:K03760] [EC:2.7.8.43]
HF650_00980  eptB; kdo(2)-lipid A phosphoethanolamine 7''-transferase [KO:K12975] [EC:2.7.8.42]
HF650_06960  pagP; lipid IV(A) palmitoyltransferase PagP [KO:K12973] [EC:2.3.1.251]
HF650_22345  arnT; lipid IV(A) 4-amino-4-deoxy-L-arabinosyltransferase [KO:K07264] [EC:2.4.2.43]
HF650_10385  lpxP; kdo(2)-lipid IV(A) palmitoleoyltransferase [KO:K12974] [EC:2.3.1.242]
HF650_05080  lpcA; D-sedoheptulose 7-phosphate isomerase [KO:K03271] [EC:5.3.1.28]
HF650_20650  hldE; bifunctional D-glycero-beta-D-manno-heptose-7-phosphate kinase/D-glycero-beta-D-manno-heptose 1-phosphate adenylyltransferase HldE [KO:K03272] [EC:2.7.1.167 2.7.7.70]
HF650_04740  gmhB; D-glycero-beta-D-manno-heptose 1,7-bisphosphate 7-phosphatase [KO:K03273] [EC:3.1.3.82 3.1.3.83]
HF650_00670  rfaD; ADP-glyceromanno-heptose 6-epimerase [KO:K03274] [EC:5.1.3.20]
HF650_00660  rfaC; lipopolysaccharide heptosyltransferase RfaC [KO:K02841] [EC:2.4.99.23]
HF650_00665  rfaF; ADP-heptose--LPS heptosyltransferase RfaF [KO:K02843] [EC:2.4.99.24]
HF650_00620  rfaP; lipopolysaccharide core heptose(I) kinase RfaP [KO:K02848] [EC:2.7.1.235]
HF650_23670  cptA; phosphoethanolamine transferase CptA [KO:K19353] [EC:2.7.8.-]
HF650_00610  rfaQ; lipopolysaccharide core heptosyltransferase RfaQ [KO:K02849] [EC:2.4.99.25]
HF650_00685  glycosyltransferase [KO:K19354] [EC:2.4.1.-]
HF650_00640  rfaY; lipopolysaccharide core heptose(II) kinase RfaY [KO:K02850] [EC:2.7.1.-]
HF650_00645  waaZ; 3-deoxy-D-manno-oct-2-ulosonate III transferase WaaZ [KO:K12981] [EC:2.4.99.-]
HF650_00615  glycosyltransferase family 4 protein [KO:K02844] [EC:2.4.1.-]
HF650_00625  waaB; lipopolysaccharide 1,6-galactosyltransferase [KO:K02840] [EC:2.4.1.-]
HF650_00635  lipopolysaccharide 1,2-glucosyltransferase [KO:K03276] [EC:2.4.1.-]
HF650_00650  glycosyltransferase family 9 protein [KO:K03277] [EC:2.4.-.-]
HF650_00630  waaO; lipopolysaccharide 3-alpha-galactosyltransferase [KO:K03278] [EC:2.4.1.44]
HF650_00655  O-antigen ligase family protein [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
kob00030  Pentose phosphate pathway
kob00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
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