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

IUPHAR/BPS

* 4177

KEGG |

* C11591

MeSH | 4,4'-Diisothiocyanostilbene-2,2'-disulfonic+acid

PubChem CID

* 40600
* 5281951 (E)
* 9548709 (Z)

UNII |

* QHR3Z2PN8M (E) Y

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

Tracking categories (test):

* SizeSet

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
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

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*[CID]: Compound ID