DIDS

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)	DTXSID20164976
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 (pK_a)	-3.21, -1.428, -0.37, 0.23
Basicity (pK_b)	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

Chemical compound

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

^ 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
^ 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

Glutamate metabolism and transport modulators

Transporter

EAATsTooltip Excitatory amino acid transporters	Amphetamine Aspartic acid (aspartate) cis-ACBD DHKA Glutamic acid (glutamate) HIP-A HIP-B Kainic acid L-(-)-threo-3-Hydroxyaspartic acid L-αAA L-CCG-III ((2S,3S,4R)-CCG) L-Serine-O-sulphate (SOS) L-trans-2,4-PDC MPDC Maslinic acid SYM-2081 TBOA TFB-TBOA Theanine threo-3-Methylglutamic acid UCPH-101 WAY-213,613
vGluTsTooltip Vesicular glutamate transporters	4-Methylene-L-glutamate 6-(4'-Phenylstyryl)-QDC 6-Biphenyl-4-yl-QDC 7-CKA Acid red 114 Amido black 10B (naphthol blue black) Bafilomycin A1 Benzopurpurin 4B Bumetamide Chicago sky blue 6B Aspartic acid (aspartate) DIDS Direct blue 71 Erythro-4-methyl-L-glutamic acid Evans blue Furosemide Glutamic acid (glutamate) Kynurenic acid Nigericin NPPB (N144) Ponceau SS Reactive blue 2 Rose bengal SITS trans-ACDP Trypan blue Valinomycin Xanthurenic acid

EAATsTooltip Excitatory amino acid transporters

Amphetamine
Aspartic acid (aspartate)
cis-ACBD
DHKA
Glutamic acid (glutamate)
HIP-A
HIP-B
Kainic acid
L-(-)-threo-3-Hydroxyaspartic acid
L-αAA
L-CCG-III ((2S,3S,4R)-CCG)
L-Serine-O-sulphate (SOS)
L-trans-2,4-PDC
MPDC
Maslinic acid
SYM-2081
TBOA
TFB-TBOA
Theanine
threo-3-Methylglutamic acid
UCPH-101
WAY-213,613

vGluTsTooltip Vesicular glutamate transporters

4-Methylene-L-glutamate
6-(4'-Phenylstyryl)-QDC
6-Biphenyl-4-yl-QDC
7-CKA
Acid red 114
Amido black 10B (naphthol blue black)
Bafilomycin A1
Benzopurpurin 4B
Bumetamide
Chicago sky blue 6B
Aspartic acid (aspartate)
DIDS
Direct blue 71
Erythro-4-methyl-L-glutamic acid
Evans blue
Furosemide
Glutamic acid (glutamate)
Kynurenic acid
Nigericin
NPPB (N144)
Ponceau SS
Reactive blue 2
Rose bengal
SITS
trans-ACDP
Trypan blue
Valinomycin
Xanthurenic acid

Enzyme

GAHTooltip Glutamine aminohydrolase (glutaminase)	BPTES CB-839 DON
ASTTooltip Aspartate aminotransferase	2-Amino-3-butenoic acid AAOA AMB β-DL-Methylene-aspartate Hydrazinosuccinate
ALTTooltip Alanine aminotransferase	β-Chloro-L-alanine L-Cycloserine Propargylglycine
GDHTooltip Glutamate dehydrogenase	AAOA Bithionol Chloroquine EGCG GTP GW5074 Hexachlorophene Hydroxylamine Palmitoyl-CoA Pyridoxal phosphate
GSTooltip Glutamine synthetase	2-Aminoadipic acid JFD01307SC Methionine sulfoximine Phosphinothricin (glufosinate)
GADTooltip Glutamate decarboxylase	3-Mercaptopropionic acid AAOA L-Allylglycine Semicarbazide

See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Metabotropic glutamate receptor modulators • GABA metabolism and transport modulators