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Merck
CN

82648

Pyrene

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

Synonym(s):

Benzo[def]phenanthrene

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About This Item

Empirical Formula (Hill Notation):
C16H10
CAS Number:
Molecular Weight:
202.25
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
EC Number:
204-927-3
Beilstein/REAXYS Number:
1307225
MDL number:
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Product Name

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

InChI key

BBEAQIROQSPTKN-UHFFFAOYSA-N

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

SMILES string

c1cc2ccc3cccc4ccc(c1)c2c34

grade

puriss. p.a.

assay

≥99.0% (GC)

form

crystals

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

suitability

suitable for fluorescence

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

435.2 °F

flash_point_c

224 °C

ppe

Eyeshields, Gloves


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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
Intramolecular pyrene excimer fluorescence: a probe of proximity and protein conformational change.
S S Lehrer
Methods in enzymology, 278, 286-295 (1997-01-01)
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
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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