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Merck
CN

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

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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

Key Documents

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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

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4279
MKCG5622
MKCD5234
MKBX6796V
MKBT1609V

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Egor Turovsky et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(42), 10750-10758 (2016-11-01)
Ventral regions of the medulla oblongata of the brainstem are populated by astrocytes sensitive to physiological changes in PCO2/[H+]. These astrocytes respond to decreases in pH with elevations in intracellular Ca2+ and facilitated exocytosis of ATP-containing vesicles. Released ATP propagates
Nuclease activity of the MutS homologue MutS2 from Thermus thermophilus is confined to the Smr domain
Fukui K, et al.
Nucleic Acids Research, 35(3), 850-860 (2007)
Narongrit Thongon et al.
Pflugers Archiv : European journal of physiology, 468(11-12), 1809-1821 (2016-11-21)
Hypomagnesemia is the most concerned side effect of proton pump inhibitors (PPIs) in chronic users. However, the mechanism of PPIs-induced systemic Mg2+ deficit is currently unclear. The present study aimed to elucidate the direct effect of short-term and long-term PPIs
Andrew A Kelso et al.
Molecular and biochemical parasitology, 210(1-2), 71-84 (2016-09-30)
The protozoan parasite responsible for human amoebiasis is Entamoeba histolytica. An important facet of the life cycle of E. histolytica involves the conversion of the mature trophozoite to a cyst. This transition is thought to involve homologous recombination (HR), which
Evaluation of intracellular pH regulation and alkalosis defense mechanisms in preimplantation embryos
Dagilgan S, et al.
Theriogenology, 83(6), 1075-1084 (2015)
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Related Content

Product Information Sheet - D3514

Product Information Sheet

Global Trade Item Number

SKUGTIN
D3514-250MG04061833563267
D3514-25MG04061833563274
D3514-1G04061833563250
D3514-100MG04061833563243

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