Merck
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D3514

Sigma-Aldrich

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:
Molecular Weight:
498.48 (anhydrous basis)
Beilstein:
8179433
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

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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.

Packaging

25 mg in glass insert
100, 250 mg in poly bottle
1 g in poly bottle

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.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

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(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

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