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59818

Sigma-Aldrich

8-Isothiocyanatopyrene-1,3,6-trisulfonic acid trisodium salt

suitable for fluorescence, ≥95.0% (HPCE)

Synonym(s):

Trisodium 8-isothiocyanatopyrene-1,3,6-trisulfonate

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About This Item

Empirical Formula (Hill Notation):
C17H6NNa3O9S4
CAS Number:
51987-57-6
Molecular Weight:
565.46
MDL number:
MFCD00083637
UNSPSC Code:
12352200
PubChem Substance ID:
24881749

Assay

≥95.0% (HPCE)

solubility

DMSO: soluble
H2O: soluble

fluorescence

λex 401 nm; λem 421 nm in 0.1 M phosphate pH 7.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].[O-]S(=O)(=O)c1cc(N=C=S)c2ccc3c(cc(c4ccc1c2c34)S([O-])(=O)=O)S([O-])(=O)=O

Application

8-Isothiocyanatopyrene-1,3,6-trisulfonic acid, an analogue of 8-Methoxypyrene-1,3,6-trisulfonic acid, is used as a photoacid with potential value to study excited state proton transfer.

Other Notes

For epsilon-labeling of peptides

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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[On epsilon-labelling of peptides: automatic sequence analysis of insulin (author's transl)].
G Braunitzer et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 354(12), 1563-1566 (1973-12-01)
Pavel Leiderman et al.
The journal of physical chemistry. A, 110(17), 5573-5584 (2006-04-28)
Time-resolved emission and steady-state fluorescence techniques are used to study the excited-state intermolecular proton transfer from 8-hydroxypyrene-1,3,6-trisulfonate (HPTS or pyranine) to water in the presence of inert salts, NaCl and MgCl(2). At low salt concentrations, up to about 0.5 M
D B Spry et al.
The journal of physical chemistry. B, 113(30), 10210-10221 (2009-07-04)
Proton transfer in protonated Nafion fuel cell membranes is studied using several pyrene derivative photoacids. Proton transfer in the center of the Nafion nanoscopic water channels is probed with the highly charged photoacid 8-hydroxypyrene-1,3,6-trisulfonate (HPTS). At high hydration levels, both

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