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475848 Sigma-Aldrich

MIF Antagonist V, p425 - CAS 259444 - Calbiochem

The MIF Antagonist V, p425, also referenced under CAS 2610-05-1, controls the biological activity of MIF. This small molecule/inhibitor is primarily used for Cell Structure applications.

Synonym: MIF Antagonist V, p425 - CAS 259444 - Calbiochem, Sodium 6,6ʹ-(1 E,1ʹ E)-(3,3ʹ-dimethoxybiphenyl-4,4ʹ-diyl) bis(diazene-2,1-diyl) bis(4-amino-5-hydroxynaphthalene-1,3-disulfonate), Sodium 6,6ʹ-(1E,1ʹE)-(3,3ʹ-dimethoxybiphenyl-4,4ʹ-diyl)bis(diazene-2,1-diyl)bis(4-amino-5-hydroxynaphthalene-1,3-disulfonate)

  • CAS Number 2610-05-1

  • Empirical Formula (Hill Notation) C34H24N6Na4O16S4

  • Molecular Weight 992.80

  •  MDL number MFCD00004020

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Properties

Quality Level   100
assay   ≥95% (HPLC)
form   solid
mfr. no.   Calbiochem®
storage condition   OK to freeze
  desiccated
  protect from light
storage conditions   +2C to +8C
color   blue
solubility   water: 25 mg/mL
shipped in   ambient
InChI   1S/C34H28N6O16S4.4Na/c1-55-23-11-15(3-7-19(23)37-39-21-9-5-17-25(57(43,44)45)13-27(59(49,50)51)31(35)29(17)33(21)41)16-4-8-20(24(12-16)56-2)38-40-22-10-6-18-26(58(46,47)48)14-28(60(52,53)54)32(36)30(18)34(22)42;;;;/h3-14,37-38H,35-36H2,1-2H3,(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54);;;;/q;4*+1/p-4/b39-21-,40-22+;;;;
InChI key   UPKAWFACSJWKND-ZXFFUEEESA-J

Description

General description

A symmetrical bis-(amino, hydroxynaphthalenedisulfonate) compound that antagonizes macrophage migration inhibitory factor against receptor binding (IC = 810 nM against hMIF and CD74 interaction) and is more potent than ISO-1 (Cat. No. 475837) in suppressing MIF-induced cytokines and MMP-3 productions in human fibroblasts cultures (IC = ≤0.7 µM vs >5 µM). Unlike MIF Antagonists I-IV, p425 targets an area at the interface of two MIF trimers, distal to the active site.

A symmetrical bis-(amino, hydroxynaphthalenedisulfonate) compound that antagonizes macrophage migration inhibitory factor against receptor binding (IC = 810 nM against hMIF and CD74 interaction) and is more potent than ISO-1 (Cat. No. 475837) in suppressing both MIF-induced IL-6 and IL-8 production in human foreskin fibroblasts (IC = 0.6 - 0.7 µM vs >5 µM) and MIF-induced MMP-3 production in human synovial fibroblasts (IC = 0.1 µM vs >10 µM). Shown to exhibit little cytotoxicity in human foreskin fibroblast cultures even at concentrations as high as 100 µM. Unlike MIF Antagonists I-IV, p425 targets an area at the interface of two MIF trimers, distal to the active site.

Packaging

2 g in Glass bottle

Biochem/physiol Actions

Primary Target
MIF

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Bai, F., et al. 2012. J. Biol. Chem.287, 30653.

Safety & Documentation

Safety Information

Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
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