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

Key facts

CAS number

115787-84-3

Form

Solid

form

Molecular weight

650.6 Da

Molecular formula

C₂₄H₂₁Na₃O₁₁S₃

PubChem

14099324

Nature

Synthetic

Solubility

Soluble in DMSO

Soluble in water

Biochemical name

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

Biological description

Highly polar and water soluble lipase substrate derived from HPTS (pyranine), which forms tight micelles in aqueous solutions. Lipase activity can be established by measuring the fluorescence kinetics following the increase in emission of HPTS (hydroxypyrene trisulfonic acid). Due to its low pKa value (7.3), it is partially dissociated to form an anion that shows strong absorption (max: 460 nm) and maximum intensity at 520 nm. Fluorescence intensity is pH dependent between Ex:440-480 nm and reaches the isosbestic point at Ex: 415 nm.

Canonical smiles

CCCCCCCC(=O)OC1=CC(=C2C=CC3=C(C=C(C4=C3C2=C1C=C4)S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+]

InChi

InChI=1S/C24H24O11S3.3Na/c1-2-3-4-5-6-7-22(25)35-18-12-19(36(26,27)28)15-10-11-17-21(38(32,33)34)13-20(37(29,30)31)16-9-8-14(18)23(15)24(16)17;;;/h8-13H,2-7H2,1H3,(H,26,27,28)(H,29,30,31)(H,32,33,34);;;/q;3*+1/p-3

InChiKey

RZVSWISDVXUSGY-UHFFFAOYSA-K

IUPAC Name

trisodium;8-octanoyloxypyrene-1,3,6-trisulfonate