KEGG   PATHWAY: ecj00540
Entry
ecj00540                    Pathway                                
Name
Lipopolysaccharide biosynthesis - Escherichia coli K-12 W3110
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
ecj00540  Lipopolysaccharide biosynthesis
ecj00540

Module
ecj_M00060  KDO2-lipid A biosynthesis, Raetz pathway, LpxL-LpxM type [PATH:ecj00540]
Other DBs
GO: 0009103
Organism
Escherichia coli K-12 W3110 [GN:ecj]
Gene
JW0094  lpxC; UDP-3-O-acyl N-acetylglucosamine deacetylase [KO:K02535] [EC:3.5.1.108]
JW0174  lpxD; UDP-3-O-(3-hydroxymyristoyl)-glucosamine N-acyltransferase [KO:K02536] [EC:2.3.1.191]
JW0176  lpxA; UDP-N-acetylglucosamine acetyltransferase [KO:K00677] [EC:2.3.1.129]
JW0177  lpxB; tetraacyldisaccharide-1-P synthase [KO:K00748] [EC:2.4.1.182]
JW0513  lpxH; UDP-2,3-diacylglucosamine pyrophosphatase [KO:K03269] [EC:3.6.1.54]
JW0617  crcA; palmitoyl transferase for Lipid A [KO:K12973] [EC:2.3.1.251]
JW0898  lpxK; lipid A 4'kinase [KO:K00912] [EC:2.7.1.130]
JW1041  lpxL; lauryl-acyl carrier protein (ACP)-dependent acyltransferase [KO:K02517] [EC:2.3.1.241 2.3.1.-]
JW1844  lpxM; myristoyl-acyl carrier protein (ACP)-dependent acyltransferase [KO:K02560] [EC:2.3.1.243]
JW2162  yeiU; undecaprenyl pyrophosphate phosphatase [KO:K19803] [EC:2.7.4.29]
JW2251  arnT; 4-amino-4-deoxy-L-arabinose transferase [KO:K07264] [EC:2.4.2.43]
JW2375  ddg; palmitoleoyl-acyl carrier protein (ACP)-dependent acyltransferase [KO:K12974] [EC:2.3.1.242]
JW3590  yibD; predicted glycosyl transferase [KO:K19354] [EC:2.4.1.-]
JW3595  rfaF; ADP-heptose:LPS heptosyltransferase II [KO:K02843] [EC:2.4.99.24]
JW3596  rfaC; ADP-heptose:LPS heptosyl transferase I [KO:K02841] [EC:2.4.99.23]
JW3597  rfaL; O-antigen ligase [KO:K02847] [EC:2.4.99.26]
JW3598  rfaK; lipopolysaccharide core biosynthesis [KO:K03277] [EC:2.4.-.-]
JW3599  rfaZ; lipopolysaccharide core biosynthesis protein [KO:K12981] [EC:2.4.99.-]
JW3600  rfaY; lipopolysaccharide core biosynthesis protein [KO:K02850] [EC:2.7.1.-]
JW3601  rfaJ; UDP-D-glucose:(galactosyl)lipopolysaccharide glucosyltransferase [KO:K03276] [EC:2.4.1.-]
JW3602  rfaI; UDP-D-galactose:(glucosyl)lipopolysaccharide-alpha-1,3-D-galactosyltransferase [KO:K03275] [EC:2.4.1.-]
JW3603  rfaB; UDP-D-galactose:(glucosyl)lipopolysaccharide-1,6-D-galactosyltransferase [KO:K02840] [EC:2.4.1.-]
JW3604  rfaS; lipopolysaccharide core biosynthesis protein [KO:K12986] [EC:2.4.1.-]
JW3605  rfaP; kinase that phosphorylates core heptose of lipopolysaccharide [KO:K02848] [EC:2.7.1.235]
JW3606  rfaG; glucosyltransferase I [KO:K02844] [EC:2.4.1.-]
JW3607  rfaQ; lipopolysaccharide core biosynthesis protein [KO:K02849] [EC:2.4.99.25]
JW3608  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]
JW3927  yijP; conserved inner membrane protein [KO:K19353] [EC:2.7.8.-]
JW5660  eptB; predicted metal dependent hydrolase [KO:K12975] [EC:2.7.8.42]
JW5730  eptA; predicted metal dependent hydrolase [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
ecj00520  Amino sugar and nucleotide sugar metabolism
ecj00541  Biosynthesis of various nucleotide sugars
KO pathway
ko00540   

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