Literature summary for 5.3.2.1 extracted from

Ouertatani-Sakouhi, H.; El-Turk, F.; Fauvet, B.; Roger, T.; Le Roy, D.; Karpinar, D.P.; Leng, L.; Bucala, R.; Zweckstetter, M.; Calandra, T.; Lashuel, H.A.
A new class of isothiocyanate-based irreversible inhibitors of macrophage migration inhibitory factor (2009), Biochemistry, 48, 9858-9870.

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Application

Application	Comment	Organism
drug development	the tautomerase activity of MIF is a target for inhibitor development, overview	Homo sapiens

Cloned(Commentary)

Cloned (Comment)	Organism
expression in Escherichia coli strain BL21(DE3)	Homo sapiens

Protein Variants

Protein Variants	Comment	Organism
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

Inhibitors	Comment	Organism	Structure
2-piperidinoethyl isothiocyanate	-	Homo sapiens
allyl isothiocyamate	-	Homo sapiens
Benzyl isothiocyanate	specific inhibition of MIF tautomerase activity is mediated by selective modification of the N-terminal proline	Homo sapiens
ethyl isothiocyanate	-	Homo sapiens
methallyl isothiocyanate	-	Homo sapiens
additional information	design and synthesis of irreversible isothiocyanate-based inhibitors of MIF, inhibitory potencies and inhibition mechanism, overview	Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
keto-phenylpyruvate	Homo sapiens	-	enol-phenylpyruvate	-	r
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	?	-	?

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	-	-	-

Purification (Commentary)

Purification (Comment)	Organism
recombinant MIF from Escherichia coli strain BL21(DE3) by anion exchange chromatography and gel filtration	Homo sapiens

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
keto-phenylpyruvate	-	Homo sapiens	enol-phenylpyruvate	-	r
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	?	-	?

Subunits

Subunits	Comment	Organism
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

Synonyms	Comment	Organism
Macrophage migration inhibitory factor	-	Homo sapiens
MIF	-	Homo sapiens

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
0.0008	-	-	Homo sapiens	Benzyl isothiocyanate
0.0014	-	-	Homo sapiens	methallyl isothiocyanate
0.0031	-	-	Homo sapiens	2-piperidinoethyl isothiocyanate
0.0037	-	-	Homo sapiens	allyl isothiocyamate
0.0111	-	-	Homo sapiens	ethyl isothiocyanate

General Information

General Information	Comment	Organism
malfunction	MIF is implicated in the pathogenesis of several inflammatory and autoimmune diseases	Homo sapiens
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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Release 2023.1 (January 2023)