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D3514

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

Name: 4,4′-Diisothiocyanatostilbene-2,2′-disulfonic acid disodium salt hydrate
Brand: SIGMA

≥80% (elemental analysis), powder

Synonym(s):

DIDS, Disodium 4,4′-diisothiocyanatostilbene-2,2′-disulfonate

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₈N₂Na₂O₆S₄ · xH₂O

CAS Number:

207233-90-7

Molecular Weight:

498.48 (anhydrous basis)

UNSPSC Code:

12352200

NACRES:

NA.25

PubChem Substance ID:

24893761

MDL number:

MFCD00009638

Beilstein/REAXYS Number:

8179433

Assay:

≥80% (elemental analysis)

Form:

powder

Solubility:

0.1 M potassium bicarbonate: 50 mg/mL

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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.