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Literature summary extracted from
- A new class of isothiocyanate-based irreversible inhibitors of macrophage migration inhibitory factor (2009), Biochemistry, 48, 9858-9870.
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | drug development | the tautomerase activity of MIF is a target for inhibitor development, overview | Homo sapiens |
| 5.3.3.12 | drug development | the tautomerase activity of MIF is a target for inhibitor development, overview | Homo sapiens |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 5.3.2.1 | expression in Escherichia coli strain BL21(DE3) | Homo sapiens |
| 5.3.3.12 | expression in Escherichia coli strain BL21(DE3) | Homo sapiens |
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | additional information | modification of Pro1, e.g. via isothiocyanate inhibitors, alters the tertiary, but not the secondary or quaternary, structure of the trimer without affecting its thermodynamic stability, overview | Homo sapiens |
| 5.3.3.12 | additional information | modification of Pro1, e.g. via isothiocyanate inhibitors, alters the tertiary, but not the secondary or quaternary, structure of the trimer without affecting its thermodynamic stability, overview | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 5.3.2.1 | 2-piperidinoethyl isothiocyanate | - |
Homo sapiens |  |
| 5.3.2.1 | allyl isothiocyamate | - |
Homo sapiens | |
| 5.3.2.1 | Benzyl isothiocyanate | specific inhibition of MIF tautomerase activity is mediated by selective modification of the N-terminal proline | Homo sapiens | |
| 5.3.2.1 | ethyl isothiocyanate | - |
Homo sapiens | |
| 5.3.2.1 | methallyl isothiocyanate | - |
Homo sapiens | |
| 5.3.2.1 | additional information | design and synthesis of irreversible isothiocyanate-based inhibitors of MIF, inhibitory potencies and inhibition mechanism, overview | Homo sapiens | |
| 5.3.3.12 | 2-piperidinoethyl isothiocyanate | - |
Homo sapiens | |
| 5.3.3.12 | allyl isothiocyamate | - |
Homo sapiens | |
| 5.3.3.12 | Benzyl isothiocyanate | specific inhibition of MIF tautomerase activity is mediated by selective modification of the N-terminal proline | Homo sapiens | |
| 5.3.3.12 | ethyl isothiocyanate | - |
Homo sapiens | |
| 5.3.3.12 | methallyl isothiocyanate | - |
Homo sapiens | |
| 5.3.3.12 | additional information | design and synthesis of irreversible isothiocyanate-based inhibitors of MIF, inhibitory potencies and inhibition mechanism, overview | Homo sapiens |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 5.3.2.1 | keto-phenylpyruvate | Homo sapiens | - |
enol-phenylpyruvate | - |
r | |
| 5.3.2.1 | additional information | Homo sapiens | MIF is a homotrimeric multifunctional proinflammatory cytokine. It also shows dopachrome tautomerase activity. Binding of MIF to its receptor, CD74, overview | ? | - |
? | |
| 5.3.3.12 | additional information | Homo sapiens | MIF is a homotrimeric multifunctional proinflammatory cytokine. Binding of MIF to its receptor, CD74, overview | ? | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 5.3.2.1 | Homo sapiens | - |
- |
- |
| 5.3.3.12 | Homo sapiens | - |
- |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 5.3.2.1 | recombinant MIF from Escherichia coli strain BL21(DE3) by anion exchange chromatography and gel filtration | Homo sapiens |
| 5.3.3.12 | recombinant MIF from Escherichia coli strain BL21(DE3) by anion exchange chromatography and gel filtration | Homo sapiens |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 5.3.2.1 | keto-phenylpyruvate | - |
Homo sapiens | enol-phenylpyruvate | - |
r | |
| 5.3.2.1 | additional information | MIF is a homotrimeric multifunctional proinflammatory cytokine. It also shows dopachrome tautomerase activity. Binding of MIF to its receptor, CD74, overview | Homo sapiens | ? | - |
? | |
| 5.3.3.12 | L-3,4-dihydroxyphenylalanine methyl ester | the catalytic residue is N-terminal Pro1 | Homo sapiens | methyl 3-(3,4-dioxocyclohexa-1,5-dien-1-yl)-L-alaninate | - |
r | |
| 5.3.3.12 | additional information | MIF is a homotrimeric multifunctional proinflammatory cytokine. Binding of MIF to its receptor, CD74, overview | Homo sapiens | ? | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | trimer | trimer formation is required for MIF tautomerase activity, trimer three-dimensional structure and tautomerase active site structure. The subunit interface is not as hydrophobic as the interior of the monomer, however, there is a hydrophobic patch on the surface involving residues Y36, Y95, W108, and F113, MALDI-TOF and analytical gel filtration analysis, overview | Homo sapiens |
| 5.3.3.12 | trimer | trimer formation is required for MIF tautomerase activity, trimer three-dimensional structure and tautomerase active site structure. The subunit interface is not as hydrophobic as the interior of the monomer, however, there is a hydrophobic patch on the surface involving residues Y36, Y95, W108, and F113, MALDI-TOF and analytical gel filtration analysis, overview | Homo sapiens |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | Macrophage migration inhibitory factor | - |
Homo sapiens |
| 5.3.2.1 | MIF | - |
Homo sapiens |
| 5.3.3.12 | D-dopachrome tautomerase | - |
Homo sapiens |
| 5.3.3.12 | Macrophage migration inhibitory factor | - |
Homo sapiens |
| 5.3.3.12 | MIF | - |
Homo sapiens |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 5.3.2.1 | 0.0008 | - |
- |
Homo sapiens | Benzyl isothiocyanate | |
| 5.3.2.1 | 0.0014 | - |
- |
Homo sapiens | methallyl isothiocyanate | |
| 5.3.2.1 | 0.0031 | - |
- |
Homo sapiens | 2-piperidinoethyl isothiocyanate | |
| 5.3.2.1 | 0.0037 | - |
- |
Homo sapiens | allyl isothiocyamate | |
| 5.3.2.1 | 0.0111 | - |
- |
Homo sapiens | ethyl isothiocyanate | |
| 5.3.3.12 | 0.0008 | - |
- |
Homo sapiens | Benzyl isothiocyanate | |
| 5.3.3.12 | 0.0014 | - |
- |
Homo sapiens | methallyl isothiocyanate | |
| 5.3.3.12 | 0.0031 | - |
- |
Homo sapiens | 2-piperidinoethyl isothiocyanate | |
| 5.3.3.12 | 0.0037 | - |
- |
Homo sapiens | allyl isothiocyamate | |
| 5.3.3.12 | 0.0111 | - |
- |
Homo sapiens | ethyl isothiocyanate | |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | malfunction | MIF is implicated in the pathogenesis of several inflammatory and autoimmune diseases | Homo sapiens |
| 5.3.2.1 | physiological function | MIF is involved in diverse biological processes, e.g. MIF glucocorticoid overriding activity, endotoxin lipopolysaccharide-induced TNF production, MIF-mediated stimulation of ERK1/2 MAP kinase and proliferation of serum-starved cells, MIF-mediated upregulation of arachidonic acid in macrophages, and Cox-2 activation | Homo sapiens |
| 5.3.3.12 | malfunction | MIF is implicated in the pathogenesis of several inflammatory and autoimmune diseases | Homo sapiens |
| 5.3.3.12 | physiological function | MIF is involved in diverse biological processes, e.g. MIF glucocorticoid overriding activity, endotoxin lipopolysaccharide-induced TNF production, MIF-mediated stimulation of ERK1/2 MAP kinase and proliferation of serum-starved cells, MIF-mediated upregulation of arachidonic acid in macrophages, and Cox-2 activation | Homo sapiens |
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