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46125

Sigma-Aldrich

8-Ethoxy-N,N,N′,N′,N″,N″-hexamethylpyrene-1,3,6-trisulfonamide

suitable for fluorescence, ~85% (TLC)

Synonym(s):

8-Ethoxypyrene-1,3,6-tris(dimethylsulfonamide)

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About This Item

Empirical Formula (Hill Notation):
C24H29N3O7S3
CAS Number:
127070-69-3
Molecular Weight:
567.70
MDL number:
MFCD00037527
UNSPSC Code:
12352200
PubChem Substance ID:
57650710

assay

~85% (TLC)

form

solid

solubility

DMSO: soluble

fluorescence

λex 380 nm; λem 468 nm in DMSO
λex 380 nm; λem 520 nm (Reaction product)

suitability

suitable for fluorescence

SMILES string

CCOc1cc(c2ccc3c(cc(c4ccc1c2c34)S(=O)(=O)N(C)C)S(=O)(=O)N(C)C)S(=O)(=O)N(C)C

InChI

1S/C24H29N3O7S3/c1-8-34-19-13-20(35(28,29)25(2)3)16-11-12-18-22(37(32,33)27(6)7)14-21(36(30,31)26(4)5)17-10-9-15(19)23(16)24(17)18/h9-14H,8H2,1-7H3

InChI key

ZZBMLCMOOSUCTA-UHFFFAOYSA-N

Application

8-Ethoxy-N,N,N′,N′,N″,N″-hexamethylpyrene-1,3,6-trisulfonamide is an analog of 8-hydroxy-N,N,N′,N′,N″,N″-hexamethylpyrene-1,3,6-trisulfonamide (HPTA), a photoacid, used to investigate the steps involved in excited-state deprotonation in polar solvents using pump-probe spectroscopy and time correlated single photon counting fluorescence spectroscopy.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorogenic hydrolase substrate

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Observation of slow charge redistribution preceding excited-state proton transfer.
Spry DB, Fayer MD.
J. Chem. Phys. , 127, na-na (2007)
Charge redistribution and photoacidity: neutral versus cationic photoacids.
Spry DB, Fayer MD.
J. Chem. Phys. , 128, na-na (2008)
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
E. Koller et al.
Appl. Fluoresc. Technol., 1, 15-15 (1989)

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