Reaction participants Show >> << Hide
- Name help_outline L-α-D-Hep-(1→3)-4-O-phospho-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-lipid A (E. coli) Identifier CHEBI:193075 Charge -8 Formula C124H219N2O54P3 InChIKeyhelp_outline QQDKROYPLTZMSD-GVCXRRLSSA-F SMILEShelp_outline [C@H]1([C@H]([C@H]([C@@H]([C@](O1)([C@H](CO)O)[H])OP(=O)([O-])[O-])O[C@@H]2[C@H]([C@H]([C@@H]([C@](O2)([C@H](CO)O)[H])O)O)O)O)O[C@@H]3[C@@H](C[C@](O[C@@]3([C@@H](CO)O)[H])(OC[C@@H]4[C@@H](OP(=O)([O-])[O-])[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@@H]5[C@H]([C@@H]([C@H]([C@H](O5)OP(=O)([O-])[O-])NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O4)C([O-])=O)O[C@]6(C([O-])=O)C[C@@H](O)[C@H]([C@](O6)([C@H](O)CO)[H])O 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline ADP-L-glycero-β-D-manno-heptose Identifier CHEBI:61506 Charge -2 Formula C17H25N5O16P2 InChIKeyhelp_outline KMSFWBYFWSKGGR-DTBZDYEHSA-L SMILEShelp_outline [H][C@@]1(O[C@@H](OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@@H](O)[C@@H]1O)[C@@H](O)CO 2D coordinates Mol file for the small molecule Search links Involved in 10 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline L-α-D-Hep-(1→7)-L-α-D-Hep-(1→3)-4-O-phospho-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-lipid A (E. coli) Identifier CHEBI:193076 Charge -8 Formula C131H231N2O60P3 InChIKeyhelp_outline XXFUDNMSYJEWIT-SEXMHTGBSA-F SMILEShelp_outline [C@H]1([C@H]([C@H]([C@@H]([C@](O1)([C@H](CO[C@@H]2[C@H]([C@H]([C@@H]([C@](O2)([C@H](CO)O)[H])O)O)O)O)[H])OP(=O)([O-])[O-])O[C@@H]3[C@H]([C@H]([C@@H]([C@](O3)([C@H](CO)O)[H])O)O)O)O)O[C@@H]4[C@@H](C[C@](O[C@@]4([C@@H](CO)O)[H])(OC[C@@H]5[C@@H](OP(=O)([O-])[O-])[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@@H]6[C@H]([C@@H]([C@H]([C@H](O6)OP(=O)([O-])[O-])NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O5)C([O-])=O)O[C@]7(C([O-])=O)C[C@@H](O)[C@H]([C@](O7)([C@H](O)CO)[H])O 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline ADP Identifier CHEBI:456216 (Beilstein: 3783669) help_outline Charge -3 Formula C10H12N5O10P2 InChIKeyhelp_outline XTWYTFMLZFPYCI-KQYNXXCUSA-K SMILEShelp_outline Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 865 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H+ Identifier CHEBI:15378 Charge 1 Formula H InChIKeyhelp_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILEShelp_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,932 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:74099 | RHEA:74100 | RHEA:74101 | RHEA:74102 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Related reactions help_outline
More general form(s) of this reaction
Publications
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Cloning and characterization of the Escherichia coli Heptosyltransferase III: Exploring substrate specificity in lipopolysaccharide core biosynthesis.
Mudapaka J., Taylor E.A.
Bacterial lipopolysaccharide (LPS) molecules are an important cell surface component that enables adhesion to surfaces and cell motility, amongst other functions. In Escherichia coli, there are multiple Heptosyltransferase enzymes involved in the biosynthesis of the core region of LPS. Here we des ... >> More
Bacterial lipopolysaccharide (LPS) molecules are an important cell surface component that enables adhesion to surfaces and cell motility, amongst other functions. In Escherichia coli, there are multiple Heptosyltransferase enzymes involved in the biosynthesis of the core region of LPS. Here we describe the first ever cloning, expression, purification and characterization of Heptosyltransferase III (HepIII) from E. coli, which catalyzes the addition of an L-glycero-D-manno-heptose (Hep) residue to the growing LPS core via an α(1→7) bond. Inspired by results from our lab on the E. coli HepI, we assessed the catalytic efficiency with phospho-Hep2-Kdo2-Lipid A (PH2K2LA) and two deacylated analogues. << Less
FEBS Lett. 589:1423-1429(2015) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.