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74875

Sigma-Aldrich

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

suitable for fluorescence, ≥90% (HPCE)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H21Na3O11S3
CAS Number:
Molecular Weight:
650.58
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

Assay

≥90% (HPCE)

form

powder

mp

251-260 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
H2O: soluble
methanol: soluble

fluorescence

λex 384 nm; λem 409 nm in H2O
λex 460 nm; λem 510 nm in 0.1 M Tris pH 8.0 (esterase)

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

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

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

InChI key

RZVSWISDVXUSGY-UHFFFAOYSA-K

Application

suitable as fluorogenic substrate for esterases, lipases

Other Notes

Highly water soluble enzyme substrate for fluorimetric assay of esterases and lipases at longwave excitation and emission wavelengths

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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O S Wolfbeis et al.
Analytical biochemistry, 129(2), 365-370 (1983-03-01)
A direct and continuous kinetic method for the fluorimetric assay of various hydrolases by using new, highly water-soluble substrates is described. The latter consist of esters of strongly fluorescent 1-hydroxypyren-3,6,8-trisulfonic acid trisodium salt with acetic, butyric, caprylic, and oleic acid.
Kalpit Shah et al.
Oncotarget, 6(16), 14233-14246 (2015-05-27)
Progression from early forms of prostate cancer to castration-resistant disease is associated with an increase in signal transduction activity. The majority of castration-resistance cancers persist in the expression of the androgen receptor (AR), as well as androgen-dependent genes. The AR
Alireza Roostaee et al.
Journal of cellular biochemistry, 116(11), 2695-2708 (2015-07-02)
Mechanisms that maintain proliferation and delay cell differentiation in the intestinal crypt are not yet fully understood. We have previously shown the implication of histone methylation in the regulation of enterocytic differentiation. In this study, we investigated the role of
Christina A von Roemeling et al.
The Journal of clinical endocrinology and metabolism, 100(5), E697-E709 (2015-02-13)
Currently there are no efficacious therapies for patients with anaplastic thyroid carcinoma (ATC) that result in long-term disease stabilization or regression. We sought to identify pathways critical for ATC cell progression and viability in an effort to develop new therapeutic
Daniel Schlam et al.
Nature communications, 6, 8623-8623 (2015-10-16)
Phagocytosis is responsible for the elimination of particles of widely disparate sizes, from large fungi or effete cells to small bacteria. Though superficially similar, the molecular mechanisms involved differ: engulfment of large targets requires phosphoinositide 3-kinase (PI3K), while that of

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