DIDS
Skeletal formula
Ball-and-stick model
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
3D model (JSmol)
Abbreviations DIDS
6543839
ChEBI
ChemSpider
ECHA InfoCard 100.152.489 Edit this at Wikidata
KEGG
MeSH 4,4'-Diisothiocyanostilbene-2,2'-disulfonic+acid
UNII
  • 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
  • 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
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).

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]

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