D3514

4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid disodium salt hydrate

≥80% (elemental analysis), powder

• Synonym(s): DIDS, Disodium 4,4′-diisothiocyanatostilbene-2,2′-disulfonate
• Empirical Formula (Hill Notation): C₁₆H₈N₂Na₂O₆S₄ · xH₂O
• CAS Number: 207233-90-7
• Molecular Weight: 498.48 (anhydrous basis)
• Beilstein: 8179433
• MDL number: MFCD00009638
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893761
• NACRES: NA.25

Properties

• Assay: ≥80% (elemental analysis)
• form: powder
• reaction suitability: reagent type: cross-linking reagent
• color: yellow
• solubility: 0.1 M potassium bicarbonate: 50 mg/mL
• storage temp.: 2-8°C
• SMILES string: [Na+].[Na+].[O-]S(=O)(=O)c1cc(ccc1\C=C\c2ccc(cc2S([O-])(=O)=O)N=C=S)N=C=S
• InChI: 1S/C16H10N2O6S4.2Na/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24;;/h1-8H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2/b2-1+;;
• InChI key: GEPAYBXVXXBSKP-SEPHDYHBSA-L

Description

Application

4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid disodium salt hydrate has been used:

• as band3 protein inhibitor in rabbits(19)
• for the inhibition of bicarbonate transporters in brain slice tissue(20)
• as HCO3-/Cl- exchanger (anion exchanger) in embryos(21)

A negatively charged homobifunctional cross-linking reagent. The isothiocyanate groups react with primary amines at pH 9.0-10.0.

Biochem/physiol Actions

4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid is an anionic alkylating agent containing isothiocyanate residue. It is a negatively charged homobifunctional cross-linking reagent. 4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid is a specific inhibitor of cellular anion permeability used in cell transport studies. The isothiocyanate groups react with primary amines at pH 9.0-10.0. 4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid alkylates lysine residues and inhibits apoptosis indirectly by targeting membrane based anion transporters.In addition, it also inhibits calcium transport in vesicles.

A specific inhibitor of cellular anion permeability used in cell transport studies.

Safety Information

• Pictograms: GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H315 - H319 - H334 - H335
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves