KEGG   PATHWAY: ypm00540
Entry
ypm00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Yersinia pestis 91001 (biovar Microtus)
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
ypm00540  Lipopolysaccharide biosynthesis
ypm00540

Module
ypm_M00063  CMP-KDO biosynthesis [PATH:ypm00540]
ypm_M00064  ADP-L-glycero-D-manno-heptose biosynthesis [PATH:ypm00540]
Other DBs
GO: 0009103
Organism
Yersinia pestis 91001 (biovar Microtus) [GN:ypm]
Gene
YP_2794  lpxA; acyl-[acyl-carrier-protein]--UDP-N-acetylglucosam ine O-acyltransferase [KO:K00677] [EC:2.3.1.129]
YP_3623  lpxC; UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
YP_2796  lpxD; UDP-3-o-[3-hydroxymyristoyl] glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
YP_0850  hypothetical protein [KO:K03269] [EC:3.6.1.54]
YP_2793  lpxB; lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
YP_1197  lpxK; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
YP_3832  gutQ1; putative isomerase [KO:K06041] [EC:5.3.1.13]
YP_1869  kdsA; 2-dehydro-3-deoxyphosphooctonate aldolase [KO:K01627] [EC:2.5.1.55]
YP_3833  putative proteins of HAD superfamily, CMP-Neu5Ac homologs [KO:K03270] [EC:3.1.3.45]
YP_1193  kdsB; putative 3-deoxy-manno-octulosonate cytidylyltransferase [KO:K00979] [EC:2.7.7.38]
YP_0056  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]
YP_1906  msbB; lipid A biosynthesis acyltransferase [KO:K02560] [EC:2.3.1.243]
YP_1313  pgpB4; putative membrane protein [KO:K19803] [EC:2.7.4.29]
YP_2163  putative membrane protein [KO:K03760] [EC:2.7.8.43]
YP_3372  putative membrane protein [KO:K12975] [EC:2.7.8.42]
YP_1485  crcA; putative exported protein [KO:K12973] [EC:2.3.1.251]
YP_2205  dolichyl-phosphate-mannose-protein mannosyltransferase-family protein [KO:K07264] [EC:2.4.2.43]
YP_3915  ddg; putative membrane protein [KO:K12974] [EC:2.3.1.242]
YP_0689  lpcA; phosphoheptose isomerase [KO:K03271] [EC:5.3.1.28]
YP_2969  rfaE; ADP-heptose synthase [KO:K03272] [EC:2.7.1.167 2.7.7.70]
YP_2775  hisB2; Histidinol phosphatase and related phosphatases [KO:K03273] [EC:3.1.3.82 3.1.3.83]
YP_0059  rfaD; ADP-L-glycero-D-manno-heptose-6-epimerase [KO:K03274] [EC:5.1.3.20]
YP_0057  rfaC; lipopolysaccharide heptosyltransferase-1 [KO:K02841] [EC:2.4.99.23]
YP_0058  rfaF; ADP-heptose--LPS heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
YP_3765  rfaQ; putative lipopolysaccharide core biosynthesis protein [KO:K02849] [EC:2.4.99.25]
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
ypm00030  Pentose phosphate pathway
ypm00520  Amino sugar and nucleotide sugar metabolism
KO pathway
ko00540   
LinkDB

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