5.3.3.2: isopentenyl-diphosphate DELTA-isomerase
This is an abbreviated version!
For detailed information about isopentenyl-diphosphate DELTA-isomerase, go to the full flat file.
Word Map on EC 5.3.3.2
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5.3.3.2
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isoprenoids
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mevalonate
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farnesyl
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geranyl
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geranylgeranyl
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isoprene
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isomerases
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phosphomevalonate
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prenyltransferase
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methylerythritol
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haematococcus
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synthesis
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carbocationic
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1-deoxy-d-xylulose-5-phosphate
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biotechnology
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industry
- 5.3.3.2
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isoprenoids
- mevalonate
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farnesyl
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geranyl
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geranylgeranyl
- isoprene
- isomerases
- phosphomevalonate
- prenyltransferase
- methylerythritol
- haematococcus
- synthesis
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carbocationic
- 1-deoxy-d-xylulose-5-phosphate
- biotechnology
- industry
Reaction
Synonyms
fcd1, FNI, IDI, IDI-1, Idi-2, IDI1, IDP isomerase, IPI, IPI1, IPP isomerase, IPP-isomerase, IPP:DMAPP, IPPI, IPPI1, IPPI2, IPPISOM, Isomerase, isopentenylpyrophosphate DELTA-, Isopententenyl diphosphate:dimethylallyl diphosphate isomerase, isopentenyl diphosphate isomerase, isopentenyl diphosphate isomerase 1, isopentenyl diphosphate:dimethylallyl diphosphate isomerase, Isopentenyl pyrophosphate isomerase, Isopentenyl pyrophosphate isomerase:dimethylallyl pyrophosphate isomerase, isopentenyl-diphosphate delta-isomerase 1, Isopentenyldiphosphate DELTA-isomerase, Isopentenylpyrophosphate isomerase, Methylbutenylpyrophosphate isomerase, SlIPI, type 1 IPP isomerase, type 2 isopentenyl diphosphate isomerase, type 2 isopentenyl diphosphate: dimethylallyl diphosphate isomerase, type 2 isopentenyl diphosphate:dimethylallyl diphosphate isomerase, type 2 isopentenyl-diphosphate isomerase, type I isopentenyl diphosphate isomerase, type II isopentenyl diphosphate isomerase, type II isopentenyl diphosphate:dimethylallyl diphosphate isomerase, type-2 isopentenyl diphosphate isomerase, type-I isopentenyl pyrophosphate isomerase
ECTree
5.3.3.2 isopentenyl-diphosphate DELTA-isomeraseAdvanced search results
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results (Inhibitors
Inhibitors on EC 5.3.3.2 - isopentenyl-diphosphate DELTA-isomerase
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INHIBITOR 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
IMAGE
(Z)-4-Fluoro-3-methyl-2-buten-1-yl diphosphate
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inactivates through an active-site-directed covalent modification
3,4-Epoxy-1-butenyl diphosphate
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active-site directed irreversible inhibitor
3,4-oxido-3-methyl-1-butyl diphosphate
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inactivation through formation of covalent adducts with the reduced flavin, modification of the isoalloxazine ring at position N5
3-cyclopropylbut-3-en-1-yl trihydrogen diphosphate
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cyclopropyl-derivative of isopentenyl diphosphate, mechanism-based inhibitor
3-oxiran-2-ylbut-3-en-1-yl trihydrogen diphosphate
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epoxy-derivative of isopentenyl diphosphate, mechanism-based inhibitor. The enzyme catalyzes formation of a stable covalent adduct between the inhibitor and FMNH2 in a reaction catalyzed by protonation of the epoxide moiety followed by nucleophilic addition of the cofactor
4-aminophenyl-2-ethane-1,1-bisphosphonic acid
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weak. Due to inhibition of more than one enzyme in the mevalonate pathway may lead to an increase in antiresorptive potency compared to bisphosphonates that only inhibit farnesyl diphosphate synthase
Dimethylallyl diphosphate containing fluorine, epoxy, and ammonium function groups
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EDTA
addditon of 5mM EDTA results in almost complete loss of activity
Isopentenyl diphosphates containing fluorine, epoxy, and ammonium functional groups
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Mg2+
Cinchona robusta
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isomerase I is activated by concentrations below 1 mM of Mn2+ or Mg2+, increasing concentrations are inhibitory
N,N-dimethyl-2-amino-1-ethyl diphosphate
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transition state analogue, competitive
additional information
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not inhibited by 2-[ethyl(propyl)amino]ethyl trihydrogen diphosphate
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2-(dimethylamino)ethyl phosphate
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may function as a transition state or reactive intermediate analogue of a carbocation that binds extremely tightly
3,4-epoxy-3-methylbutyl diphosphate
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i.e. EIPP, mechanism-based inhibitor of type I enzyme, covalent modification of reduced FMN in N5 position
3-(Fluoromethyl)-3-buten-1-yl diphosphate
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inactivates through an active-site-directed covalent modification
3-(Fluoromethyl)-3-buten-1-yl diphosphate
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active site-directed inhibitor
3-(Fluoromethyl)-3-buten-1-yl diphosphate
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active site-directed inhibitor; irreversible
3-(Fluoromethyl)-3-buten-1-yl diphosphate
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inactivation through formation of covalent adducts with the reduced flavin
3-Methyl-3,4-epoxybutyl diphosphate
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time-dependent first-order loss of activity
3-methylene-4-penten-1-yl diphosphate
irreversible inhibition; the covalent adduct formed between irreversible mechanism based inhibitors, 3-methylene-4-penten-1-yl diphosphate or 3-oxiranyl-3-buten-1-yl diphosphate, and the flavin cofactor are investigated by X-ray crystallography and UV-visible spectroscopy. Both the crystal structures of enzyme binding the flavin-inhibitor adduct and the UV-visible spectra of the adducts indicate that the covalent bond is formed at C4a of flavin rather than at N5
3-methylene-4-penten-1-yl diphosphate
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inactivation through formation of covalent adducts with the reduced flavin
3-oxiranyl-3-buten-1-yl diphosphate
irreversible inhibition; the covalent adduct formed between irreversible mechanism based inhibitors, 3-methylene-4-penten-1-yl diphosphate or 3-oxiranyl-3-buten-1-yl diphosphate, and the flavin cofactor are investigated by X-ray crystallography and UV-visible spectroscopy. Both the crystal structures of enzyme binding the flavin-inhibitor adduct and the UV-visible spectra of the adducts indicate that the covalent bond is formed at C4a of flavin rather than at N5
diphosphate
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inhibitory effect decreases in the order of isomerases I, II, III, and IV
iodoacetamide
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inhibitory effect decreases in the order of isomerases I, II, III, no inhibition of isomerase IV
Mn2+
Cinchona robusta
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isomerase I is activated by concentrations below 1 mM of Mn2+ or Mg2+, increasing concentrations are inhibitory
