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2.5.1.55: 3-deoxy-8-phosphooctulonate synthase

This is an abbreviated version!
For detailed information about 3-deoxy-8-phosphooctulonate synthase, go to the full flat file.

Word Map on EC 2.5.1.55

Reaction

phosphoenolpyruvate
+
D-arabinose 5-phosphate
+
H2O
=
3-deoxy-D-manno-octulosonate 8-phosphate
+
phosphate

Synonyms

2-dehydro-3-deoxy-D-octonate-8-phosphate D-arabinose-5-phosphate-lyase (pyruvate-phosphorylating), 2-dehydro-3-deoxyphosphooctonate aldolase, 2-keto-3-deoxy-8-phosphooctonic acid synthetase, 2-keto-3-deoxy-8-phosphooctonic synthetase, 2-keto-3-deoxy-D-manno-octulosonate-8-phosphate synthase, 3-deoxy-D-manno-2-octulosonate-8-phosphate synthase, 3-deoxy-D-manno-2-octulosonic acid-8-phosphate synthase, 3-deoxy-D-manno-octulosonate 8-phosphate synthase, 3-deoxy-D-manno-octulosonate 8-phosphate synthetase, 3-deoxy-D-manno-octulosonate-8-phosphate synthase, 3-deoxy-D-manno-octulosonic acid 8-phosphate synthase, 3-deoxy-D-mannooctulosonate-8-phosphate synthetase, 3-deoxyoctulosonic 8-phosphate synthetase, 3-eoxy-D-manno-octulosonate 8-phosphate synthase, 8-phospho-2-dehydro-3-deoxy-D-octonate D-arabinose-5-phosphate-lyase (pyruvate-phosphorylating), aldolase, phospho-2-keto-3-deoxyoctonate, AtkdsA1, AtkdsA2, EC 4.1.2.16, HpKDO8PS, KDO 8-phosphate synthetase, KDO-8-P synthase, KDO-8-P synthetase, Kdo-8-phosphate synthase, KDO8-P, Kdo8P synthase, KDO8PS, KDOPS, KDPO synthetase, KdsA, KdsA1, KdsA2, metal-independent 3-deoxy-D-manno-octulosonate 8-phosphate synthase, metal-independent KDO8PS, NmeKDO8PS, Phospho-2-dehydro-3-deoxyoctonate aldolase, phospho-2-keto-3-deoxyoctonate aldolase

ECTree

     2 Transferases
         2.5 Transferring alkyl or aryl groups, other than methyl groups
             2.5.1 Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
                2.5.1.55 3-deoxy-8-phosphooctulonate synthase

Inhibitors

Inhibitors on EC 2.5.1.55 - 3-deoxy-8-phosphooctulonate synthase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(Z,E)-D-Glucophosphoenolpyruvate
Gram-negative bacteria
-
and its carboxylic ester derivatives
1,10-phenanthroline
1-carboxyheptane-1,7-diyl bis(phosphate)
1-[carboxy[(phosphonooxy)methyl]amino]-1-deoxy-6-O-phosphono-D-mannitol
i.e. BPH1, the phosphate group of BPH1 interacts with Lys133 and Arg163, while the carboxylate group of BPH1 interacts with Lys50, Lys55, and His197. Inhibitor shows the highest affinity among the inhibitors tested
2,6-Anhydro-3-deoxy-2beta-phosphonylmethyl-8-phosphate-D-glycero-D-talo-octonate
-
most potent inhibitor
2,6-pyridine dicarboxylic acid
-
IC50: 0.0422
2,8-bis(phosphonooxy)octanoic acid
i.e. BPH2, the phosphate group of BPH2 interacts with Lys133 and Arg163, while the carboxylate group of BPH2 interacts with Lys55, and His197
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[(1R,2R,3S,4S,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy]-4H-chromen-4-one
i.e. hyperin, structure analysis, and enzyme interaction study, binding structure, overview
2-dehydro-3-deoxy-D-octonate 8-phosphate
mutant enzyme R106G is more severely inhibited than wild-type enzyme
2-Deoxy-2-fluoro-D-arabinoate-5-phosphate
-
-
3-deoxy-2,8-di-O-phosphono-D-manno-octonic acid
i.e. BPH2, the phosphate group of BPH3 interacts with Lys133 and Arg163, while the carboxylate group of BPH3 interacts with Lys55, and His197
3-deoxy-D-manno-octulosonate 8-phosphate oxime
-
uncompetitive-like inhibition with respect to Mn2+ and competitive with respect to substrates, both fast-binding inhibition (Ki value 10 microM) and slow-binding inhibition (Ki* value 0.57 microM)
6H-6-Imino-(2,3,4,5-tetrahydropyrimido)[1,2-c]-[1,3]benzothiazine
-
PD404,182,displays strong inhibition in vitro, but is ineffective in vivo against Gram-negative bacteria due to an inability to cross the bacterial plasma membran
Bromopyruvate
-
phosphoenolpyruvate, but not arabinose-5-phosphate protects
D-arabinose 5-phosphate
mutant enzyme R106G is less severely inhibited than wild-type enzyme
D-ribose 5-phosphate
dipicolinic acid
-
N-[3-(furan-2-yl)phenyl]-1-(3-phenylpropyl)piperidine-4-carboxamide
i.e. MC181, structure analysis, and enzyme interaction study, binding structure, overview
phosphate
additional information
-