DIDS

4,4′-Diisothiocyano-2,2′-stilbenedisulfonic acid (DIDS) is an anion exchange inhibitor,^[1] blocking reversibly, and later irreversibly, exchangers such as chloride-bicarbonate exchanger.^[2]

DIDS

Names
Preferred IUPAC name 2,2′-(Ethene-1,2-diyl)bis(5-isothiocyanatobenzene-1-sulfonic acid)
Other names 5-Isothiocyanato-2-[2-(4-isothiocyanato-2-sulfophenyl)ethenyl]benzenesulfonic acid
Identifiers
CAS Number	53005-05-3 (E) Y
3D model (JSmol)	Interactive image
Abbreviations	DIDS
Beilstein Reference	6543839
ChEBI	CHEBI:36511
ChemSpider	37094 Y 4445228 (E) Y 7827632 (Z) Y
ECHA InfoCard	100.152.489
IUPHAR/BPS	4177
KEGG	C11591
MeSH	4,4'-Diisothiocyanostilbene-2,2'-disulfonic+acid
PubChem CID	40600 5281951 (E) 9548709 (Z)
UNII	QHR3Z2PN8M (E) Y
CompTox Dashboard (EPA)	DTXSID701027549 DTXSID20164976, DTXSID701027549
InChI InChI=1S/C16H10N2O6S4/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) Key: YSCNMFDFYJUPEF-UHFFFAOYSA-N
SMILES OS(=O)(=O)C1=C(C=CC2=C(C=C(C=C2)N=C=S)S(O)(=O)=O)C=CC(=C1)N=C=S
Properties
Chemical formula	C16H10N2O6S4
Molar mass	454.50 g·mol−1
Melting point	400 °C (752 °F; 673 K)
log P	4.72
Acidity (pKa)	-3.21, -1.428, -0.37, 0.23
Basicity (pKb)	13.77, 14.37, 15.425, 17.21
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

References

1. Jessen, Flemming; Sjøholm, C; Hoffmann, EK (1986), "Identification of the anion exchange protein of ehrlich cells: A kinetic analysis of the inhibitory effects of 4,4′-diisothiocyano-2,2′-stilbene-disulfonic acid (DIDS) and labeling of membrane proteins with3H-DIDS", Journal of Membrane Biology, 92 (3): 195–205, doi:10.1007/BF01869388, PMID 3783658, S2CID 19244281
2. Lane, Michelle; Baltz, Jay M.; Bavister, Barry D. (1999), "Bicarbonate/Chloride Exchange Regulates Intracellular pH of Embryos but Not Oocytes of the Hamster", Biology of Reproduction, 61 (2): 452–457, doi:10.1095/biolreprod61.2.452, PMID 10411526