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475837

Sigma-Aldrich

ISO-1

≥98% (HPLC), solid, MIF antagonist, Calbiochem®

Synonym(s):

MIF Antagonist, ISO-1, (S,R)-3-(4-Hydroxyphenyl)-4,5-dihydro-5-isoxazole acetic acid, methyl ester, Macrophage Migration Inhibitory Factor Antagonist, ISO-1

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About This Item

Empirical Formula (Hill Notation):
C12H13NO4
CAS Number:
478336-92-4
Molecular Weight:
235.24
UNSPSC Code:
12352200
NACRES:
NA.77

product name

MIF Antagonist, ISO-1, The MIF Antagonist, ISO-1, also referenced under CAS 478336-92-4, controls the biological activity of MIF.

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

DMSO: 10 mg/mL

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3

InChI key

AIXMJTYHQHQJLU-UHFFFAOYSA-N

General description

A cell-permeable isoxazoline compound that displays anti-inflammatory properties. Inhibits MIF dopachrome tautomerase activity by binding to its catalytic active site (IC50 = 7 µM for D-dopachrome tautomerase) and suppresses the production of TNFα, PGE2 and COX-2 in human monocytes and arachidonic acid in RAW 264.7 macrophages. Shown to exhibit antidiabetogenic properties in immunoinflammatory diabetic mouse model.
A cell-permeable isoxazoline compound that displays anti-inflammatory properties. Inhibits MIF tautomerase activity by binding to its catalytic active site (IC50 = 7 µM for D-dopachrome tautomerase) and suppresses the production of TNFα, PGE2 and COX-2 in human monocytes, and arachidonic acid in RAW 264.7 macrophages. Shown to exhibit antidiabetogenic properties in immunoinflammatory diabetic mouse model. Also available as a 50 mM solution in DMSO (Cat. No. 505225).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
MIF tautomerize
Product does not compete with ATP.
Reversible: no
Target IC50: 7 µM for D-dopachrome tautomerase

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstituion, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multiple sclerosis (MS) is an autoimmune inflammatory disease of the CNS that is characterized by demyelination and axonal degeneration. Although several established treatments reduce relapse burden, effective treatments to halt chronic progression are scarce. Single-cell transcriptomic studies in MS and
Hyejin Park et al.
Cell, 185(11), 1943-1959 (2022-05-12)
Parthanatos-associated apoptosis-inducing factor (AIF) nuclease (PAAN), also known as macrophage migration inhibitor factor (MIF), is a member of the PD-D/E(X)K nucleases that acts as a final executioner in parthanatos. PAAN's role in Parkinson's disease (PD) and whether it is amenable

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