37920

Sigma-Aldrich

6,8-Dihydroxy-1,3-pyrenedisulfonic acid disodium salt

BioReagent, suitable for fluorescence, ≥97.0% (HPCE)

Synonym(s):
DHPDS, Disodium 6,8-dihydroxy-1,3-pyrenedisulfonate
Empirical Formula (Hill Notation):
C16H8Na2O8S2
CAS Number:
Molecular Weight:
438.34
Beilstein/REAXYS Number:
8962638
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

product line

BioReagent

assay

≥97.0% (HPCE)

pKa 

7.33
8.53

mp

≥250 °C (lit.)

solubility

DMF: soluble
H2O: soluble
methanol: soluble

fluorescence

λex 405 nm; λem 456 nm in 0.1 M citrate pH 3.0
λex 458 nm; λem 498 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

SMILES string

Na+.Na+.Oc1cc(O)c2ccc3c(cc(c4ccc1c2c34)S(O-)(=O)=O)S(O-)(=O)=O

InChI

1S/C16H10O8S2.2Na/c17-11-5-12(18)8-2-4-10-14(26(22,23)24)6-13(25(19,20)21)9-3-1-7(11)15(8)16(9)10;;/h1-6,17-18H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2

InChI key

JISMNCQKTAIERN-UHFFFAOYSA-L

Application

6,8-Dihydroxy-1,3-pyrenedisulfonic acid (DHPDS) is a pH-sensitive dye that may be used to measure pH changes inside cells (pHi). DHPDS is used to create charge transfer complexes for studies on nanostructure assembly.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Highly water soluble pH indicator for the physiological range

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Aron Hakonen et al.
Talanta, 80(5), 1964-1969 (2010-02-16)
This study presents a high-performance ratiometric pH optode based on the fluorophore 6,8-dihydroxypyrene-1,3-disulfonic acid (DHPDS). The two pH-sensitive terminal hydroxy groups of DHPDS facilitated dual excitation/dual emission (F(1): lambda(1,ex)=420 nm, lambda(1,em)=462 nm; F(2): lambda(2,ex)=470 nm, lambda(2,em)=498 nm) properties for ratiometric...
Chao Wang et al.
Langmuir : the ACS journal of surfaces and colloids, 26(18), 14509-14511 (2010-08-21)
We have demonstrated a hierarchical self-assembly of the nanoribbons on the basis of the concept of a superamphiphile. A viologen-containing surfactant (RV) and a water-soluble electron donor, 6,8-dihydroxypyrene-1,3-disulfonic acid disodium (DHP), are mixed in water to form a charge transfer...
K Hanaoka et al.
Nihon rinsho. Japanese journal of clinical medicine, 50(9), 2048-2053 (1992-09-01)
Since various cellular processes depend on changes in pH, the regulation of intracellular pH (pHi) is important both for the individual cell and for the organism. The mechanisms of the regulation of pHi can be investigated by monitoring pHi. In...
F X Felberbauer et al.
Pflugers Archiv : European journal of physiology, 419(2), 215-217 (1991-09-01)
The pH-sensitive fluorescent dye 1,3-dihydroxy-pyrene-6,8-disulfonic acid (DHPDS) was used to measure intracellular pH (pHi) from the surface fluorescence of the isolated perfused rat liver. Monochromatic light from a fluorometer was focused on the liver with a fiber optic, emitted light...
O.S. Wolfbeis et al.
Fresenius Journal of Analytical Chemistry, 314, 119-119 (1983)
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