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Literature summary for 2.7.1.71 extracted from

  • Pernas, M.; Blanco, B.; Lence, E.; Thompson, P.; Hawkins, A.; González-Bello, C.
    Synthesis of rigidified shikimic acid derivatives by ring-closing metathesis to imprint inhibitor efficacy against shikimate kinase enzyme (2019), Org. Chem. Front., 6, 2514-2528 .
No PubMed abstract available
Search for more literature for 2.7.1.71

Inhibitors

Inhibitors Comment Organism Structure
(1R,4R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Helicobacter pylori
(1R,4R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,4S,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Helicobacter pylori
(1R,4S,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-benzyloxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-benzyloxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-butyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-butyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-cyclopropylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-cyclopropylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-ethoxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-ethoxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-ethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-ethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-4-hydroxylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-4-hydroxylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4,7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4,7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis
(1R,6S,10S)-6,10-dihydroxy-4-propyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Helicobacter pylori
(1R,6S,10S)-6,10-dihydroxy-4-propyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid
-
 Mycobacterium tuberculosis

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ 5 mM used in assay conditions Helicobacter pylori
Mg2+ 5 mM used in assay conditions Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + shikimate Helicobacter pylori
-
 ADP + 3-phosphoshikimate
-
 ?
ATP + shikimate Mycobacterium tuberculosis
-
 ADP + 3-phosphoshikimate
-
 ?
ATP + shikimate Mycobacterium tuberculosis H37Rv
-
 ADP + 3-phosphoshikimate
-
 ?

Organism

Organism UniProt Comment Textmining
Helicobacter pylori
-
-
-
Mycobacterium tuberculosis P9WPY3
-
-
Mycobacterium tuberculosis H37Rv P9WPY3
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + shikimate
-
 Helicobacter pylori ADP + 3-phosphoshikimate
-
 ?
ATP + shikimate
-
 Mycobacterium tuberculosis ADP + 3-phosphoshikimate
-
 ?
ATP + shikimate
-
 Mycobacterium tuberculosis H37Rv ADP + 3-phosphoshikimate
-
 ?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.005
-
 (1R,6S,10S)-4-ethoxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.0092
-
 (1R,6S,10S)-6,10-dihydroxy-4-propyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.01
-
 (1R,6S,10S)-4-cyclopropylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.012
-
 (1R,6S,10S)-4-butyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.0155
-
 (1R,6S,10S)-4-ethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.028
-
 (1R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.038
-
 (1R,6S,10S)-4-hydroxylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.041
-
 (1R,6S,10S)-4-ethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.046
-
 (1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.047
-
 (1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.0545
-
 (1R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.062
-
 (1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4,7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.068
-
 (1R,6S,10S)-4-benzyloxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.072
-
 (1R,6S,10S)-6,10-dihydroxy-4-propyl-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.101
-
 (1R,6S,10S)-4-cyclopropylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.104
-
 (1R,6S,10S)-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4,7-diene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.121
-
 (1R,6S,10S)-4-benzyloxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.17
-
 (1R,6S,10S)-4-ethoxymethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.177
-
 (1R,6S,10S)-4-butyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.333
-
 (1R,6S,10S)-4-hydroxylmethyl-6,10-dihydroxy-2-oxabicyclo[4.3.1]deca-4(Z),7-diene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.36
-
 (1R,4S,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis
0.465
-
 (1R,4S,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid at pH 7.7 and 25°C Helicobacter pylori
0.645
-
 (1R,4R,6S,10S)-6,10-dihydroxy-4-methyl-2-oxabicyclo[4.3.1]dec-7-ene-8-carboxylic acid at pH 7.7 and 25°C Mycobacterium tuberculosis