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Literature summary extracted from

  • Prazeres, V.F.; Tizon, L.; Otero, J.M.; Guardado-Calvo, P.; Llamas-Saiz, A.L.; van Raaij, M.J.; Castedo, L.; Lamb, H.; Hawkins, A.R.; Gonzalez-Bello, C.
    Synthesis and biological evaluation of new nanomolar competitive inhibitors of Helicobacter pylori type II dehydroquinase. Structural details of the role of the aromatic moieties with essential residues (2010), J. Med. Chem., 53, 191-200.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.2.1.10 sitting drop vapor diffusion method, using 26% (w/v) polyethyleneglycol 4000 and 0.1 M 2-(N-morpholino)ethanesulfonic acid sodium hydroxide, pH 5.0 Helicobacter pylori

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4S,5R)-1,3,4,5-tetrahydroxycyclohex-2-ene-1-carboxylate
-
 Helicobacter pylori
4.2.1.10 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(5-methylbenzo[b]-thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
-
 Helicobacter pylori
4.2.1.10 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(benzo[b]thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate
-
 Helicobacter pylori
4.2.1.10 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(thien-2-yl)methoxycyclohex-2-en-1-carboxylate
-
 Helicobacter pylori
4.2.1.10 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-[(benzo[b]thiophen-5-yl)methoxy]cyclohex-2-en-1-carboxylate
-
 Helicobacter pylori

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.10 Helicobacter pylori Q48255
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.10 3-dehydroquinate
-
 Helicobacter pylori 3-dehydroshikimate + H2O
-
 r

Synonyms

EC Number Synonyms Comment Organism
4.2.1.10 DHQ2
-
 Helicobacter pylori
4.2.1.10 Type II dehydroquinase
-
 Helicobacter pylori

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.1.10 0.00013
-
 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(5-methylbenzo[b]-thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori
4.2.1.10 0.000132
-
 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(benzo[b]thiophen-2-yl)methoxycyclohex-2-en-1-carboxylate in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori
4.2.1.10 0.000166
-
 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-[(benzo[b]thiophen-5-yl)methoxy]cyclohex-2-en-1-carboxylate in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori
4.2.1.10 0.00049
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori
4.2.1.10 0.00059
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori
4.2.1.10 0.00092
-
 sodium (1R,4S,5R)-1,4,5-trihydroxy-3-(thien-2-yl)methoxycyclohex-2-en-1-carboxylate in 50 mM Tris-HCl, pH 7, at 25°C Helicobacter pylori