KEGG   PATHWAY: sfv00540
Entry
sfv00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Shigella flexneri 8401 (serotype 5b)
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
sfv00540  Lipopolysaccharide biosynthesis
sfv00540

Module
sfv_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:sfv00540]
Other DBs
GO: 0009103
Organism
Shigella flexneri 8401 (serotype 5b) [GN:sfv]
Gene
SFV_0089  lpxC; UDP-3-O-acyl N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
SFV_0162  lpxD; UDP-3-O-(3-hydroxymyristoyl)-glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
SFV_0164  lpxA; UDP-N-acetylglucosamine acetyltransferase [KO:K00677] [EC:2.3.1.129]
SFV_0165  lpxB; lipid-A-disaccharide synthase [KO:K00748] [EC:2.4.1.182]
SFV_0482  ybbF; conserved hypothetical protein [KO:K03269] [EC:3.6.1.54]
SFV_0703  crcA; conserved hypothetical protein [KO:K12973] [EC:2.3.1.251]
SFV_0916  ycaH; tetraacyldisaccharide 4'-kinase [KO:K00912] [EC:2.7.1.130]
SFV_1077  htrB; heat shock protein [KO:K02517] [EC:2.3.1.241 2.3.1.-]
SFV_1857  msbB; lipid A biosynthesis protein [KO:K02560] [EC:2.3.1.243]
SFV_2252  [KO:K19803] [EC:2.7.4.29]
SFV_2327  [KO:K07264] [EC:2.4.2.43]
SFV_2436  ddg; putative heat shock protein [KO:K12974] [EC:2.3.1.242]
SFV_3541  yhjW; conserved hypothetical protein [KO:K12975] [EC:2.7.8.42]
SFV_3896  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]
SFV_3899  waaQ; lipopolysaccharide core biosynthesis protein [KO:K02849] [EC:2.4.99.25]
SFV_3900  waaG; LPS alpha1,3-glucosyltransferase [KO:K02844] [EC:2.4.1.-]
SFV_3901  waaP; lipopolysaccharide core biosynthesis protein [KO:K02848] [EC:2.7.1.235]
SFV_3902  waaL; Lipid A-core, surface polymer ligase [KO:K03275] [EC:2.4.1.-]
SFV_3903  waaY; putative LPS biosynthesis protein [KO:K02850] [EC:2.7.1.-]
SFV_3904  waaJ; lipopolysaccharide 1,2-glucosyltransferase [KO:K03279] [EC:2.4.1.58]
SFV_3905  waaD; lipopolysaccharide 1,2-N-acetylglucosaminetransferase [KO:K00713] [EC:2.4.1.-]
SFV_3906  waaI; lipid A-core, surface polymer ligase [KO:K02847] [EC:2.4.99.26]
SFV_3907  waaC; lipopolysaccharide heptosyltransferase-1 [KO:K02841] [EC:2.4.99.23]
SFV_3908  waaF; ADP-heptose--lps heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
SFV_3913  yibD; putative regulator [KO:K19354] [EC:2.4.1.-]
SFV_4024  yijP; conserved hypothetical protein [KO:K19353] [EC:2.7.8.-]
SFV_4116  yjdB; conserved hypothetical protein [KO:K03760] [EC:2.7.8.43]
Compound
C00043  UDP-N-acetyl-alpha-D-glucosamine
C00229  Acyl-carrier protein
C01187  3-Deoxy-D-manno-octulosonate
C04088  Octadecanoyl-[acyl-carrier protein]
C04121  CMP-3-deoxy-D-manno-octulosonate
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]
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)
C06398  ADP-L-glycero-beta-D-manno-heptose
C16157  Undecaprenyl phosphate alpha-L-Ara4N
C19877  4-O-Phospho-alpha-Kdo-(2->6)-lipid IVA
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
sfv00520  Amino sugar and nucleotide sugar metabolism
sfv00541  Biosynthesis of various nucleotide sugars
KO pathway
ko00540   

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