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BCR177R

Pyrene

BCR®, certified reference material

Synonym(s):

Benzo[def]phenanthrene

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About This Item

Empirical Formula (Hill Notation):
C16H10
CAS Number:
129-00-0
Molecular Weight:
202.25
Beilstein:
1307225
EC Number:
204-927-3
MDL number:
MFCD00004136
UNSPSC Code:
41116107
PubChem Substance ID:
329773798
NACRES:
NA.24

grade

certified reference material

Agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

145-148 °C (lit.)

format

neat

storage temp.

2-8°C

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

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General description

Pyrene belongs to polycyclic aromatic hydrocarbon group. These are organic compounds which have two or more fused benzene rings in linear, angular and cluster arrangements. Pyrene is a four ring PAH.

Analysis Note

For more information please see:
BCR177R

Legal Information

BCR is a registered trademark of European Commission

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
Intramolecular pyrene excimer fluorescence: a probe of proximity and protein conformational change.
S S Lehrer
Methods in enzymology, 278, 286-295 (1997-01-01)
Yan-Jun Huang et al.
Journal of the American Chemical Society, 135(5), 1700-1703 (2013-01-16)
Aggregates of an amphiphilic monoboronic acid bearing a hydrophobic pyrene fluorophore were employed for highly modulating, sensitive, and selective ratiometric fluorescent sensing of glucose in aqueous solution. The selectivity for glucose was improved by "knock-out" binding of fructose by phenylboronic
Tomohiro Kato et al.
Journal of the American Chemical Society, 135(2), 741-750 (2012-12-18)
Although distance dependence of Förster resonance energy transfer (FRET) is well-studied and FRET has been extensively applied as "molecular ruler", only limited examples of orientation-dependent FRET have been reported. To create a robust FRET system that precisely reflects the orientation
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