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EC 4.2.1.115 Details
EC number
4.2.1.115
Accepted name
UDP-N-acetylglucosamine 4,6-dehydratase (configuration-inverting)
Reaction
UDP-N-acetyl-α-D-glucosamine = UDP-2-acetamido-2,6-dideoxy-β-L-arabino-hex-4-ulose + H2O
Other name(s)
FlaA1, UDP-N-acetylglucosamine 5-inverting 4,6-dehydratase, PseB, UDP-N-acetylglucosamine hydro-lyase (inverting, UDP-2-acetamido-2,6-dideoxy-β-L-arabino-hex-4-ulose-forming)
Systematic name
UDP-N-acetyl-α-D-glucosamine hydro-lyase (inverting; UDP-2-acetamido-2,6-dideoxy-β-L-arabino-hex-4-ulose-forming)
Comment
Contains NADP+ as a cofactor. This is the first enzyme in the biosynthetic pathway of pseudaminic acid [3], a sialic-acid-like sugar that is unique to bacteria and is used by Helicobacter pylori to modify its flagellin. This enzyme plays a critical role in H. pylori’s pathogenesis, being involved in the synthesis of both functional flagella and lipopolysaccharides [1,2]. It is completely inhibited by UDP-α-D-galactose. The reaction results in the chirality of the C-5 atom being inverted. It is thought that Lys-133 acts sequentially as a catalytic acid, protonating the C-6 hydroxy group and as a catalytic base, abstracting the C-5 proton, resulting in the elimination of water. This enzyme belongs to the short-chain dehydrogenase/reductase family of enzymes.
History
created 2009
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EC Tree
1 Oxidoreductases
2 Transferases
3 Hydrolases
4 Lyases
4.1 Carbon-carbon lyases
4.2 Carbon-oxygen lyases
4.2.1 Hydro-lyases
4.2.1.1 carbonic anhydrase
4.2.1.2 fumarate hydratase
4.2.1.3 aconitate hydratase
4.2.1.4 citrate dehydratase
4.2.1.5 arabinonate dehydratase
4.2.1.6 galactonate dehydratase
4.2.1.7 altronate dehydratase
4.2.1.8 mannonate dehydratase
4.2.1.9 dihydroxy-acid dehydratase
4.2.1.10 3-dehydroquinate dehydratase
4.2.1.11 phosphopyruvate hydratase
4.2.1.12 phosphogluconate dehydratase
4.2.1.13 created 1961, deleted 2001
4.2.1.14 created 1961, deleted 2001
4.2.1.15 created 1961, deleted 1972
4.2.1.16 created 1961, deleted 2001
4.2.1.17 enoyl-CoA hydratase
4.2.1.18 methylglutaconyl-CoA hydratase
4.2.1.19 imidazoleglycerol-phosphate dehydratase
4.2.1.20 tryptophan synthase
4.2.1.21 created 1961, deleted 1964
4.2.1.22 cystathionine β-synthase
4.2.1.23 created 1961, deleted 1972
4.2.1.24 porphobilinogen synthase
4.2.1.25 L-arabinonate dehydratase
4.2.1.26 created 1965, deleted 2002
4.2.1.27 acetylenecarboxylate hydratase
4.2.1.28 propanediol dehydratase
4.2.1.29 created 1965, deleted 2004
4.2.1.30 glycerol dehydratase
4.2.1.31 maleate hydratase
4.2.1.32 L(+)-tartrate dehydratase
4.2.1.33 3-isopropylmalate dehydratase
4.2.1.34 (S)-2-methylmalate dehydratase
4.2.1.35 (R)-2-methylmalate dehydratase
4.2.1.36 homoaconitate hydratase
4.2.1.37 created 1972, deleted 1992
4.2.1.38 created 1972, deleted 2001
4.2.1.39 gluconate dehydratase
4.2.1.40 glucarate dehydratase
4.2.1.41 5-dehydro-4-deoxyglucarate dehydratase
4.2.1.42 galactarate dehydratase
4.2.1.43 2-dehydro-3-deoxy-L-arabinonate dehydratase
4.2.1.44 myo-inosose-2 dehydratase
4.2.1.45 CDP-glucose 4,6-dehydratase
4.2.1.46 dTDP-glucose 4,6-dehydratase
4.2.1.47 GDP-mannose 4,6-dehydratase
4.2.1.48 D-glutamate cyclase
4.2.1.49 urocanate hydratase
4.2.1.50 pyrazolylalanine synthase
4.2.1.51 prephenate dehydratase
4.2.1.52 dihydrodipicolinate synthase
4.2.1.53 oleate hydratase
4.2.1.54 lactoyl-CoA dehydratase
4.2.1.55 3-hydroxybutyryl-CoA dehydratase
4.2.1.56 itaconyl-CoA hydratase
4.2.1.57 isohexenylglutaconyl-CoA hydratase
4.2.1.58 crotonoyl-[acyl-carrier-protein] hydratase
4.2.1.59 3-hydroxyacyl-[acyl-carrier-protein] dehydratase
4.2.1.60 3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase
4.2.1.61 3-hydroxypalmitoyl-[acyl-carrier-protein] dehydratase
4.2.1.62 5α-hydroxysteroid dehydratase
4.2.1.63 created 1972, deleted 1978
4.2.1.64 created 1972, deleted 1978
4.2.1.65 3-cyanoalanine hydratase
4.2.1.66 cyanide hydratase
4.2.1.67 D-fuconate dehydratase
4.2.1.68 L-fuconate dehydratase
4.2.1.69 cyanamide hydratase
4.2.1.70 pseudouridylate synthase
4.2.1.71 created 1978, modified 1989, modified 2000, deleted 2004
4.2.1.72 created 1978, deleted 2000
4.2.1.73 protoaphin-aglucone dehydratase (cyclizing)
4.2.1.74 medium-chain-enoyl-CoA hydratase
4.2.1.75 uroporphyrinogen-III synthase
4.2.1.76 UDP-glucose 4,6-dehydratase
4.2.1.77 trans-L-3-hydroxyproline dehydratase
4.2.1.78 (S)-norcoclaurine synthase
4.2.1.79 2-methylcitrate dehydratase
4.2.1.80 2-oxopent-4-enoate hydratase
4.2.1.81 D(-)-tartrate dehydratase
4.2.1.82 xylonate dehydratase
4.2.1.83 4-oxalomesaconate hydratase
4.2.1.84 nitrile hydratase
4.2.1.85 dimethylmaleate hydratase
4.2.1.86 created 1989, deleted 2004
4.2.1.87 octopamine dehydratase
4.2.1.88 synephrine dehydratase
4.2.1.89 carnitine dehydratase
4.2.1.90 L-rhamnonate dehydratase
4.2.1.91 arogenate dehydratase
4.2.1.92 hydroperoxide dehydratase
4.2.1.93 ATP-dependent NAD(P)H-hydrate dehydratase
4.2.1.94 scytalone dehydratase
4.2.1.95 kievitone hydratase
4.2.1.96 4a-hydroxytetrahydrobiopterin dehydratase
4.2.1.97 phaseollidin hydratase
4.2.1.98 16α-hydroxyprogesterone dehydratase
4.2.1.99 2-methylisocitrate dehydratase
4.2.1.100 cyclohexa-1,5-dienecarbonyl-CoA hydratase
4.2.1.101 trans-feruloyl-CoA hydratase
4.2.1.102 created 2001, deleted 2001
4.2.1.103 cyclohexyl-isocyanide hydratase
4.2.1.104 cyanase
4.2.1.105 2-hydroxyisoflavanone dehydratase
4.2.1.106 bile-acid 7α-dehydratase
4.2.1.107 3α,7α,12α-trihydroxy-5β-cholest-24-enoyl-CoA hydratase
4.2.1.108 ectoine synthase
4.2.1.109 methylthioribulose 1-phosphate dehydratase
4.2.1.110 aldos-2-ulose dehydratase
4.2.1.111 1,5-anhydro-D-fructose dehydratase
4.2.1.112 acetylene hydratase
4.2.1.113 o-succinylbenzoate synthase
4.2.1.114 methanogen homoaconitase
4.2.1.115 UDP-N-acetylglucosamine 4,6-dehydratase (configuration-inverting)
4.2.1.116 3-hydroxypropionyl-CoA dehydratase
4.2.1.117 2-methylcitrate dehydratase (2-methyl-trans-aconitate forming)
4.2.1.118 3-dehydroshikimate dehydratase
4.2.1.119 enoyl-CoA hydratase 2
4.2.1.120 4-hydroxybutanoyl-CoA dehydratase
4.2.1.121 colneleate synthase
4.2.1.122 tryptophan synthase (indole-salvaging)
4.2.1.123 tetrahymanol synthase
4.2.1.124 arabidiol synthase
4.2.1.125 dammarenediol II synthase
4.2.1.126 N-acetylmuramic acid 6-phosphate etherase
4.2.1.127 linalool dehydratase
4.2.1.128 lupan-3β,20-diol synthase
4.2.1.129 squalene—hopanol cyclase
4.2.1.130 D-lactate dehydratase
4.2.1.131 carotenoid 1,2-hydratase
4.2.1.132 2-hydroxyhexa-2,4-dienoate hydratase
4.2.1.133 copal-8-ol diphosphate hydratase
4.2.1.134 very-long-chain (3R)-3-hydroxyacyl-CoA dehydratase
4.2.1.135 UDP-N-acetylglucosamine 4,6-dehydratase (configuration-retaining)
4.2.1.136 ADP-dependent NAD(P)H-hydrate dehydratase
4.2.1.137 sporulenol synthase
4.2.1.138 (+)-caryolan-1-ol synthase
4.2.1.139 pterocarpan synthase
4.2.1.140 gluconate/galactonate dehydratase
4.2.1.141 2-dehydro-3-deoxy-D-arabinonate dehydratase
4.2.1.142 5′-oxoaverantin cyclase
4.2.1.143 versicolorin B synthase
4.2.1.144 3-amino-5-hydroxybenzoate synthase
4.2.1.145 capreomycidine synthase
4.2.1.146 L-galactonate dehydratase
4.2.1.147 5,6,7,8-tetrahydromethanopterin hydro-lyase
4.2.1.148 2-methylfumaryl-CoA hydratase
4.2.1.149 crotonobetainyl-CoA hydratase
4.2.1.150 short-chain-enoyl-CoA hydratase
4.2.1.151 chorismate dehydratase
4.2.1.152 hydroperoxy icosatetraenoate dehydratase
4.2.1.153 3-methylfumaryl-CoA hydratase
4.2.1.154 tetracenomycin F2 cyclase
4.2.1.155 (methylthio)acryloyl-CoA hydratase
4.2.1.156 L-talarate dehydratase
4.2.1.157 (R)-2-hydroxyisocaproyl-CoA dehydratase
4.2.1.158 galactarate dehydratase (D-threo-forming)
4.2.1.159 dTDP-4-dehydro-6-deoxy-α-D-glucopyranose 2,3-dehydratase
4.2.1.160 2,5-diamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one isomerase/dehydratase
4.2.1.161 bisanhydrobacterioruberin hydratase
4.2.1.162 6-deoxy-6-sulfo-D-gluconate dehydratase
4.2.1.163 2-oxo-hept-4-ene-1,7-dioate hydratase
4.2.1.164 dTDP-4-dehydro-2,6-dideoxy-D-glucose 3-dehydratase
4.2.1.165 chlorophyllide a 31-hydratase
4.2.1.166 phosphinomethylmalate isomerase
4.2.1.167 (R)-2-hydroxyglutaryl-CoA dehydratase
4.2.1.168 GDP-4-dehydro-6-deoxy-α-D-mannose 3-dehydratase
4.2.1.169 3-vinyl bacteriochlorophyllide d 31-hydratase
4.2.1.170 2-(ω-methylthio)alkylmalate dehydratase
4.2.1.171 cis-L-3-hydroxyproline dehydratase
4.2.1.172 trans-4-hydroxy-L-proline dehydratase
4.2.1.173 ent-8α-hydroxylabd-13-en-15-yl diphosphate synthase
4.2.1.174 peregrinol diphosphate synthase
4.2.1.175 (R)-3-(aryl)lactoyl-CoA dehydratase
4.2.1.176 L-lyxonate dehydratase
4.2.1.177 (2S)-3-sulfopropanediol dehydratase
4.2.1.178 difructose-dianhydride-III synthase
4.2.1.179 difructose-anhydride-I synthase
4.2.1.180 (E)-benzylidenesuccinyl-CoA hydratase
4.2.2 Acting on polysaccharides
4.2.3 Acting on phosphates
4.2.99 Other carbon-oxygen lyases
4.3 Carbon-nitrogen lyases
4.4 Carbon-sulfur lyases
4.5 Carbon-halide lyases
4.6 Phosphorus-oxygen lyases
4.6.1 Phosphorus-oxygen lyases (only sub-subclass identified to date)
4.7 carbon-phosphorus lyases
4.8 Nitrogen-oxygen lyases
4.98 ATP-independent chelatases
4.99 Other lyases
5 Isomerases
6 Ligases
7 Translocases