82648

Sigma-Aldrich

Pyrene

puriss. p.a., for fluorescence, ≥99.0% (GC)

Synonym(s):
Benzo[def]phenanthrene
Empirical Formula (Hill Notation):
C16H10
CAS Number:
Molecular Weight:
202.25
Beilstein/REAXYS Number:
1307225
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

grade

for fluorescence
puriss. p.a.

assay

≥99.0% (GC)

mp

145-148 °C (lit.)
151-154 °C

solubility

ethanol: soluble

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cr: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤50 mg/kg
Mg: ≤50 mg/kg
Mn: ≤50 mg/kg
Na: ≤50 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

fluorescence

λex 338 nm; λem 375 nm in DMSO

SMILES string

c1cc2ccc3cccc4ccc(c1)c2c34

InChI

1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H

InChI key

BBEAQIROQSPTKN-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Analysis Note

In addition to the emission maximum at 375 nm, there are lower maxima at 395, 385, 380, 415 and 445 nm.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

No data available

Flash Point(C)

No data available

Certificate of Analysis
Certificate of Origin
Zhaowei Guo et al.
Nature communications, 11(1), 959-959 (2020-02-23)
Hydronium-ion batteries are regarded as one of the most promising energy technologies as next-generation power sources, benefiting from their cost effectivity and sustainability merits. Herein, we propose a hydronium-ion battery which is based on an organic pyrene-4,5,9,10-tetraone anode and an...
Yan Fang et al.
Drug delivery, 23(9), 3582-3593 (2016-09-30)
A kind of polymeric lipid vesicles (PLVs) with pH-responsive turning on-off membrane for programed delivery of insulin in gastrointestinal (GI) tract was developed, which was self-assembled from the grafted amphipathic polymer of N-tocopheryl-N'-succinyl-ɛ-poly-l-lysine (TP/SC-g-PLL). By controlling the grafting ratio of...
Pentti Somerharju
Chemistry and physics of lipids, 116(1-2), 57-74 (2002-07-03)
Pyrene is one of the most frequently used lipid-linked fluorophores. Its most characteristic features are a long excited state lifetime and (local) concentration-dependent formation of excimers. Pyrene is also hydrophobic and thus does not significantly distort the conformation of the...
Intramolecular pyrene excimer fluorescence: a probe of proximity and protein conformational change.
S S Lehrer
Methods in enzymology, 278, 286-295 (1997-01-01)
Michael E Østergaard et al.
Chemical Society reviews, 40(12), 5771-5788 (2011-04-14)
Pyrene-functionalized oligonucleotides (PFOs) are increasingly explored as tools in fundamental research, diagnostics and nanotechnology. Their popularity is linked to the ability of pyrenes to function as polarity-sensitive and quenchable fluorophores, excimer-generating units, aromatic stacking moieties and nucleic acid duplex intercalators....
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