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Literature summary for 4.2.1.10 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
Search for more literature for 4.2.1.10

Crystallization (Commentary)

Crystallization (Comment) Organism
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

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

Organism

Organism UniProt Comment Textmining
Helicobacter pylori Q48255
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
DHQ2
-
 Helicobacter pylori
Type II dehydroquinase
-
 Helicobacter pylori

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
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
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
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
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
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
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