5.4.4.2: isochorismate synthase
This is an abbreviated version!
For detailed information about isochorismate synthase, go to the full flat file.
Word Map on EC 5.4.4.2
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5.4.4.2
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corticosteroid
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inhaled
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asthma
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children
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pulmonary
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long-acting
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airway
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labas
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asthmatic
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agonist
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bronchodilator
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placebo
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fluticasone
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eosinophil
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expiratory
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prescript
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short-acting
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double-blind
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physician
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bronchial
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beta2-agonists
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budesonide
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spirometry
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montelukast
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add-on
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wheezing
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randomised
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ketanserin
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5-hydroxytryptamine
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leukotriene
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once-daily
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muscarinic
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monotherapy
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salmeterol
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sputum
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5-ht-induced
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urodynamic
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parallel-group
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methysergide
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intercostal
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fixed-dose
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immunochromatographic
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self-management
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ondansetron
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incontinence
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real-life
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drug development
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8-oh-dpat
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datalink
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agriculture
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airflow
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run-in
- 5.4.4.2
-
corticosteroid
-
inhaled
- asthma
- children
- pulmonary
-
long-acting
- airway
-
labas
-
asthmatic
- agonist
-
bronchodilator
-
placebo
-
fluticasone
-
eosinophil
-
expiratory
-
prescript
-
short-acting
-
double-blind
-
physician
- bronchial
-
beta2-agonists
-
budesonide
-
spirometry
- montelukast
-
add-on
-
wheezing
-
randomised
- ketanserin
- 5-hydroxytryptamine
-
leukotriene
-
once-daily
-
muscarinic
-
monotherapy
- salmeterol
- sputum
-
5-ht-induced
-
urodynamic
-
parallel-group
- methysergide
-
intercostal
-
fixed-dose
-
immunochromatographic
-
self-management
- ondansetron
- incontinence
-
real-life
- drug development
-
8-oh-dpat
-
datalink
- agriculture
-
airflow
-
run-in
Reaction
Synonyms
Amonabactin, AtICS1, AtICS2, DhbC, EC 5.4.99.6, Eds16, EntC, ICS, ICS1, ICS1 gene product, ICS2, IcsI, isochorismatase, isochorismate hydroxymutase, isochorismate mutase, isochorismate mutase 1, isochorismate mutase 2, isochorismate synthase, isochorismate synthase 1, isochorismate synthase 1, chloroplastic, isochorismate synthase 2, chloroplastic, Isochorismic synthase, MbtI, menaquinone-specific isochorismate synthase, MenF, PchA, salicylate biosynthesis isochorismate synthase, salicylate synthase, Sid2, Synthase, isochorismate
ECTree
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Inhibitors
Inhibitors on EC 5.4.4.2 - isochorismate synthase
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(4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R,6S)-6-ammonio-5-[(1-carboxylatoethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylate
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(4R,5S,6R)-4-amino-5-(2-carboxyethyl)-6-hydroxycyclohex-1-ene carboxylic acid
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transition-state inhibitor
(4R,5S,6R)-4-amino-5-(2-carboxyethyl)-6-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5S,6S)-4-ammonio-5-[(1-carboxylatoethenyl)oxy]-6-hydroxycyclohex-1-ene-1-carboxylate
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(4R,5S,6S)-5-[(1-carboxylatoethenyl)oxy]-4,6-dihydroxycyclohex-1-ene-1-carboxylate
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salicylic acid
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treatment of plants suppresses the enhancement of enzyme expression by O3
inhibition of isochorismate synthase activity and salicylate synthase activity
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R,6S)-6-amino-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5S,6S)-4-amino-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5S,6S)-5-[(1-carboxyethenyl)oxy]-4,6-dihydroxycyclohex-1-ene-1-carboxylic acid
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inhibitor structure-function relationship and molecular docking
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additional information
inhibitor structure-function realtionship and molecular docking
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additional information
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design, synthesis and biochemical evaluation of inhibitor 4 based on the putative transition-state (TS) for the isochorismatase partial reaction of MbtI. The inhibitor mimics the hypothesized charge build-up at C-4 of chorismate in the TS as well as C-O bond-formation at C-6. Another important design element of the inhibitor is replacement of the labile pyruvate side-chain in chorismate with a stable C-linked propionate isostere. Development of a stereocontrolled synthesis of the highly functionalized cyclohexene inhibitor that features an asymmetric aldol reaction using a titanium enolate, diastereoselective Grignard addition to a tert-butanesulfinyl aldimine, and ring closing olefin metathesis as key steps
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additional information
inhibitor structure-function relationship and molecular docking
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additional information
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inhibitor structure-function relationship and molecular docking
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additional information
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inhibitor structure-function relationship and molecular docking
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