PATHWAY: gms00541 Help
Entry
Name
O-Antigen nucleotide sugar biosynthesis - Gemmata massiliana
Description
The O-antigen is a repetitive glycan polymer with a repeat unit of two to six sugar residues, and comprises the outermost and immunogenic domain of the lipopolysaccharide (
map00540 ). Most of the sugar residues are derived from nucleotide sugars and the genes for their biosynthesis seem to be well conserved among Gram-negative bacterial species. They include UDP-sugars synthesized from Glc-1P via UDP-Glc or from GlcNAc-1P via UDP-GlcNAc, GDP-sugars synthesized from Fru-6P via GDP-Man, and dTDP-sugars and CDP-sugars synthesized from Glc-1P via dTDP-Glc and CDP-Glc, respectively. CMP-sugars are also synthesized from UDP-GlcNAc. The O-antigen nucleotide sugar biosynthesis genes often form gene clusters with glycosyltransferase genes and other processing genes such as for translocation and polymerization.
Class
Metabolism; Glycan biosynthesis and metabolism
BRITE hierarchy
Pathway map
gms00541 O-Antigen nucleotide sugar biosynthesis
Ortholog table
Module
Organism
Gemmata massiliana [GN:
gms ]
Gene
SOIL9_23940 utp--glucose-1-phosphate uridylyltransferase : Putative UTP--glucose-1-phosphate uridylyltransferase OS=Caldilinea aerophila (strain DSM 14535 / JCM 11387 / NBRC 104270 / STL-6-O1) GN=CLDAP_34490 PE=4 SV=1: NTP_transferase [KO:K00963 ] [EC:2.7.7.9 ]
SOIL9_49800 nucleoside-diphosphate sugar epimerase : Nucleoside-diphosphate sugar epimerase OS=Skermanella stibiiresistens SB22 GN=N825_01140 PE=4 SV=1: Epimerase [KO:K01784 ] [EC:5.1.3.2 ]
SOIL9_83250 nad-dependent epimerase dehydratase : Uncharacterized protein OS=Blastopirellula marina DSM 3645 GN=DSM3645_07985 PE=4 SV=1: Epimerase [KO:K01784 ] [EC:5.1.3.2 ]
SOIL9_84500 udp-glucose 4-epimerase : UDP-glucose 4-epimerase OS=Coraliomargarita akajimensis (strain DSM 45221 / IAM 15411 / JCM 23193 / KCTC 12865) GN=Caka_1849 PE=3 SV=1: Epimerase: Epimerase_Csub [KO:K01784 ] [EC:5.1.3.2 ]
SOIL9_39640 nad-dependent epimerase dehydratase : Uncharacterized protein OS=Planctomyces maris DSM 8797 GN=PM8797T_21943 PE=4 SV=1: Epimerase [KO:K01784 ] [EC:5.1.3.2 ]
SOIL9_33280 udp-galactopyranose mutase : Udp-galactopyranose mutase, putative OS=Heliobacterium modesticaldum (strain ATCC 51547 / Ice1) GN=glf PE=4 SV=1: NAD_binding_8: GLF [KO:K01854 ] [EC:5.4.99.9 ]
SOIL9_49810 udp-glucose 6-dehydrogenase : Uncultured bacterium genome assembly Metasoil_fosmids_resub OS=uncultured bacterium PE=4 SV=1: UDPG_MGDP_dh_N: UDPG_MGDP_dh: UDPG_MGDP_dh_C [KO:K00012 ] [EC:1.1.1.22 ]
SOIL9_09510 udp-glucose 6-dehydrogenase : Nucleotide sugar dehydrogenase OS=Isosphaera pallida (strain ATCC 43644 / DSM 9630 / IS1B) GN=Isop_0060 PE=3 SV=1: UDPG_MGDP_dh_N: UDPG_MGDP_dh: UDPG_MGDP_dh_C [KO:K00012 ] [EC:1.1.1.22 ]
SOIL9_82930 spore coat protein : Marine sediment metagenome DNA, contig: S06H3_S06419 OS=marine sediment metagenome GN=S06H3_34823 PE=4 SV=1: NTP_transferase [KO:K00973 ] [EC:2.7.7.24 ]
SOIL9_72580 nad-dependent dehydratase : NAD-dependent epimerase/dehydratase OS=Rhodothermus marinus (strain ATCC 43812 / DSM 4252 / R-10) GN=Rmar_1858 PE=4 SV=1: Epimerase [KO:K01710 ] [EC:4.2.1.46 ]
SOIL9_82940 spore coat protein : dTDP-glucose 4,6-dehydratase OS=Planctomyces maris DSM 8797 GN=PM8797T_31915 PE=3 SV=1: Epimerase [KO:K01710 ] [EC:4.2.1.46 ]
SOIL9_38270 dtdp-glucose -dehydratase : Marine sediment metagenome DNA, contig: S01H1_L05958 OS=marine sediment metagenome GN=S01H1_14926 PE=4 SV=1: Epimerase [KO:K01710 ] [EC:4.2.1.46 ]
SOIL9_49970 dtdp-4-dehydrorhamnose -epimerase : dTDP-4-dehydrorhamnose 3,5-epimerase OS=Crinalium epipsammum PCC 9333 GN=Cri9333_3401 PE=4 SV=1: dTDP_sugar_isom [KO:K01790 ] [EC:5.1.3.13 ]
SOIL9_26660 dtdp-4-dehydrorhamnose -epimerase : dTDP-4-dehydrorhamnose 35-epimerase related protein OS=Geobacter sp. (strain M18) GN=GM18_2321 PE=4 SV=1: dTDP_sugar_isom [KO:K01790 ] [EC:5.1.3.13 ]
SOIL9_41760 dTDP-4-dehydrorhamnose reductase OS=uncultured planctomycete GN=HGMM_F01A04C04 PE=4 SV=1: RmlD_sub_bind [KO:K00067 ] [EC:1.1.1.133 ]
SOIL9_49940 glucose-1-phosphate cytidylyltransferase : Glucose-1-phosphate cytidylyltransferase OS=Stanieria cyanosphaera (strain ATCC 29371 / PCC 7437) GN=Sta7437_1481 PE=4 SV=1: NTP_transferase [KO:K00978 ] [EC:2.7.7.33 ]
SOIL9_00430 mannose-6-phosphate isomerase : Phosphomannose isomerase OS=Singulisphaera acidiphila (strain ATCC BAA-1392 / DSM 18658 / VKM B-2454 / MOB10) GN=Sinac_2015 PE=4 SV=1: PMI_typeI [KO:K01809 ] [EC:5.3.1.8 ]
SOIL9_17130 phosphomannomutase : Phosphoglucomutase/phosphomannomutase family protein OS=Rhodopirellula europaea 6C GN=RE6C_01147 PE=3 SV=1: PGM_PMM_I: PGM_PMM_II: PGM_PMM_III: PGM_PMM_IV [KO:K01840 ] [EC:5.4.2.8 ]
SOIL9_40190 mannose-1-phosphate guanylyltransferase : Mannose-1-phosphate guanylyltransferase OS=Blastopirellula marina DSM 3645 GN=DSM3645_16810 PE=4 SV=1: NTP_transferase: MannoseP_isomer [KO:K00971 ] [EC:2.7.7.13 ]
SOIL9_61700 gdp-mannose -dehydratase : GDP-mannose 4,6-dehydratase OS=Sphaerobacter thermophilus (strain DSM 20745 / S 6022) GN=gmd PE=3 SV=1: Epimerase [KO:K01711 ] [EC:4.2.1.47 ]
SOIL9_61690 Marine sediment metagenome DNA, contig: S03H2_L04007 (Fragment) OS=marine sediment metagenome GN=S03H2_17566 PE=4 SV=1: Epimerase [KO:K15856 ] [EC:1.1.1.281 ]
SOIL9_46320 nad-dependent dehydratase : GDP-L-fucose synthase OS=Thermosynechococcus sp. NK55a GN=wcaG PE=3 SV=1: Epimerase [KO:K02377 ] [EC:1.1.1.271 ]
SOIL9_47670 nad-dependent dehydratase : Marine sediment metagenome DNA, contig: S01H1_S31473 (Fragment) OS=marine sediment metagenome GN=S01H1_69638 PE=3 SV=1: Epimerase [KO:K02377 ] [EC:1.1.1.271 ]
SOIL9_53930 nad-dependent dehydratase : GDP-L-fucose synthase OS=Brevibacillus panacihumi W25 GN=fcl PE=3 SV=1: Epimerase [KO:K02377 ] [EC:1.1.1.271 ]
SOIL9_33220 gdp-l-fucose synthase : GDP-L-fucose synthase OS=Anoxybacillus flavithermus AK1 GN=fcl PE=3 SV=1: Epimerase [KO:K02377 ] [EC:1.1.1.271 ]
SOIL9_13750 udp-n-acetyl-d-glucosamine dehydrogenase : Nucleotide sugar dehydrogenase OS=Planctomyces limnophilus (strain ATCC 43296 / DSM 3776 / IFAM 1008 / 290) GN=Plim_4103 PE=3 SV=1: UDPG_MGDP_dh_N: UDPG_MGDP_dh: UDPG_MGDP_dh_C [KO:K13015 ] [EC:1.1.1.136 ]
SOIL9_74650 oxidoreductase domain-containing protein : Uncharacterized protein OS=Planctomyces maris DSM 8797 GN=PM8797T_06432 PE=4 SV=1: GFO_IDH_MocA: GFO_IDH_MocA_C [KO:K13020 ] [EC:1.1.1.335 ]
SOIL9_83510 oxidoreductase : Putative dehydrogenase OS=Singulisphaera acidiphila (strain ATCC BAA-1392 / DSM 18658 / VKM B-2454 / MOB10) GN=Sinac_6114 PE=4 SV=1: GFO_IDH_MocA: GFO_IDH_MocA_C [KO:K13020 ] [EC:1.1.1.335 ]
Compound
C00043 UDP-N-acetyl-alpha-D-glucosamine
C00128 CMP-N-acetylneuraminate
C00203 UDP-N-acetyl-D-galactosamine
C00688 dTDP-4-dehydro-beta-L-rhamnose
C01170 UDP-N-acetyl-D-mannosamine
C01219 CDP-4-dehydro-6-deoxy-D-glucose
C01222 GDP-4-dehydro-6-deoxy-D-mannose
C03187 dTDP-6-deoxy-beta-L-talose
C03598 CDP-3,6-dideoxy-D-glucose
C03599 CDP-3,6-dideoxy-D-mannose
C03733 UDP-alpha-D-galactofuranose
C04268 dTDP-4-amino-4,6-dideoxy-D-glucose
C04297 CDP-4-dehydro-3,6-dideoxy-D-glucose
C04346 dTDP-4-amino-4,6-dideoxy-D-galactose
C04501 N-Acetyl-alpha-D-glucosamine 1-phosphate
C04573 UDP-N-acetyl-2-amino-2-deoxy-D-glucuronate
C04613 UDP-2-acetamido-4-dehydro-2,6-dideoxyglucose
C04630 UDP-2-acetamido-4-amino-2,4,6-trideoxy-alpha-D-glucose
C06018 dTDP-4-acetamido-4,6-dideoxy-D-glucose
C06240 UDP-N-acetyl-D-mannosaminouronate
C11907 dTDP-4-oxo-6-deoxy-D-glucose
C11908 3,6-Dideoxy-3-oxo-dTDP-D-glucose
C11925 dTDP-3-amino-3,6-dideoxy-D-glucose
C13952 UDP-N-acetyl-D-galactosaminuronic acid
C17326 CDP-4-dehydro-3,6-dideoxy-D-glucose epimer
C19725 UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-glucuronate
C19745 UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate
C19823 UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hexos-4-ulose
C19947 dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
C19960 dTDP-3-dehydro-6-deoxy-alpha-D-galactopyranose
C19961 UDP-4-amino-4,6-dideoxy-N-acetyl-beta-L-altrosamine
C19971 UDP-2,4-bis(acetamido)-2,4,6-trideoxy-beta-L-altropyranose
C19972 2,4-Bis(acetamido)-2,4,6-trideoxy-beta-L-altropyranose
C20156 dTDP-3-acetamido-3,6-dideoxy-alpha-D-galactopyranose
C20359 UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucuronate
C20395 UDP-2-acetamido-2-deoxy-alpha-D-ribo-hex-3-uluronate
C20415 dTDP-4-acetamido-4,6-dideoxy-alpha-D-galactose
C20612 GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose
C20638 GDP-4-amino-4,6-dideoxy-alpha-D-mannose
C20672 GDP-4-acetamido-4,6-dideoxy-alpha-D-mannose
C20682 dTDP-alpha-D-fucofuranose
C20768 UDP-2-acetamido-2,6-dideoxy-beta-L-talose
C20769 UDP-2-acetamido-2,6-dideoxy-beta-L-lyxo-4-hexulose
C20774 UDP-N-acetyl-beta-L-fucosamine
C22245 UDP-2-acetamido-2-deoxy-alpha-D-galacturonamide
C22246 UDP-2,3-dideoxy-2-acetamido-3-acetamidino-alpha-D-mannuronic acid
C22247 UDP-2-acetamido-4-(D-alanylamino)-2,4,6-trideoxy-alpha-D-glucopyranose
C22248 UDP-2-acetamido-4-(D-alanylamino)-2,4,6-trideoxy-alpha-D-mannopyranose
C22249 2-Acetamido-4-(D-alanylamino)-2,4,6-trideoxy-D-mannopyranose
C22250 5-N-Acetyl-7-N-(D-alanyl)-legionaminic acid
C22251 CMP-5-N-acetyl-7-N-(D-alanyl)-legionaminic acid
C22252 UDP-2,4-diacetamido-2,4,6-trideoxy-beta-L-idose
C22253 UDP-2,4-diacetamido-2,4,6-trideoxy-beta-L-gulose
C22254 2,4-Diacetamido-2,4,6-trideoxy-beta-L-gulose
C22255 5,7-Diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic acid
C22256 CMP-5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic acid
C22257 dTDP-3-acetamido-3,6-dideoxy-alpha-D-glucose
C22259 UDP-2-acetamido-2,6-dideoxy-beta-L-mannose
C22260 UDP-2-acetamido-2,6-dideoxy-beta-L-glucose
C22261 UDP-2-acetamido-2,6-dideoxy-alpha-D-galactose
C22262 UDP-2-acetamido-2,6-dideoxy-alpha-D-glucose
C22270 UDP-2,6-dideoxy-2-acetamidino-beta-L-galactose
C22276 UDP-4-amino-4,6-dideoxy-N-acetyl-beta-L-idosamine
C22397 GDP-N-formyl-alpha-D-perosamine
C22575 UDP-2-acetamido-4-amino-2,4,6-trideoxy-D-galactose
C22576 UDP-2-acetamido-2-deoxy-L-altruronic acid
Reference
Authors
Samuel G, Reeves P
Title
Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly.
Journal
Reference
Authors
Burrows LL, Charter DF, Lam JS
Title
Molecular characterization of the Pseudomonas aeruginosa serotype O5 (PAO1) B-band lipopolysaccharide gene cluster.
Journal
Reference
Authors
Belanger M, Burrows LL, Lam JS
Title
Functional analysis of genes responsible for the synthesis of the B-band O antigen of Pseudomonas aeruginosa serotype O6 lipopolysaccharide.
Journal
Reference
Authors
Dean CR, Goldberg JB
Title
The wbpM gene in Pseudomonas aeruginosa serogroup O17 resides on a cryptic copy of the serogroup O11 O antigen gene locus.
Journal
Reference
Authors
Feng L, Senchenkova SN, Tao J, Shashkov AS, Liu B, Shevelev SD, Reeves PR, Xu J, Knirel YA, Wang L
Title
Structural and genetic characterization of enterohemorrhagic Escherichia coli O145 O antigen and development of an O145 serogroup-specific PCR assay.
Journal
Reference
Authors
Westman EL, Preston A, Field RA, Lam JS
Title
Biosynthesis of a rare di-N-acetylated sugar in the lipopolysaccharides of both Pseudomonas aeruginosa and Bordetella pertussis occurs via an identical scheme despite different gene clusters.
Journal
Reference
Authors
King JD, Kocincova D, Westman EL, Lam JS
Title
Review: Lipopolysaccharide biosynthesis in Pseudomonas aeruginosa.
Journal
Reference
Authors
Perepelov AV, Liu B, Senchenkova SN, Shashkov AS, Shevelev SD, Feng L, Wang L, Knirel YA
Title
Structure of the O-antigen and characterization of the O-antigen gene cluster of Escherichia coli O108 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic (8-epilegionaminic) acid.
Journal
Reference
Authors
Hwang S, Aronov A, Bar-Peled M
Title
The Biosynthesis of UDP-D-QuiNAc in Bacillus cereus ATCC 14579.
Journal
Reference
Authors
McDonald ND, DeMeester KE, Lewis AL, Grimes CL, Boyd EF
Title
Structural and functional characterization of a modified legionaminic acid involved in glycosylation of a bacterial lipopolysaccharide.
Journal
Related pathway
gms00520 Amino sugar and nucleotide sugar metabolism
KO pathway
LinkDB
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