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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

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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.
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
Wen-Tao Deng et al.
Human gene therapy, 26(9), 593-602 (2015-06-17)
Our collaborative successful gene replacement therapy using AAV vectors expressing a variant of human RPGR-ORF15 in two canine models provided therapeutic proof of concept for translation into human treatment. The ORF15 sequence contained within this AAV vector, however, has ORF15
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
D B Bas et al.
European journal of pain (London, England), 19(2), 260-270 (2014-06-20)
Mounting evidence points to individual contributions of tumour necrosis factor-alpha (TNF) and the c-Jun N-terminal kinase (JNK) pathway to the induction and maintenance of various pain states. Here we explore the role of spinal TNF and JNK in carrageenan-induced hypersensitivity.

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