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Sigma-Aldrich

1-Pyrenebutanol

99%

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Synonym(s):
4-(1-Pyrenyl)butanol, 4-(Pyren-1-yl)butan-1-ol
Empirical Formula (Hill Notation):
C20H18O
CAS Number:
67000-89-9
Molecular Weight:
274.36
MDL number:
MFCD00192423
PubChem Substance ID:
24864832
NACRES:
NA.22

Quality Level

100

Assay

99%

mp

80-83 °C (lit.)

SMILES string

OCCCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C20H18O/c21-13-2-1-4-14-7-8-17-10-9-15-5-3-6-16-11-12-18(14)20(17)19(15)16/h3,5-12,21H,1-2,4,13H2

InChI key

MRENSFROWALQNU-UHFFFAOYSA-N

Related Categories

General description

1-Pyrenebutanol, an alcohol, is an organic building block. It participates in the polymerization of cyclic esters (lactide, δ-valerolactone and ε-caprolactone).

Application

1-Pyrenebutanol may be employed in the following studies:
  • As a new fluorescent substrate to investigate the allosteric mechanism of P450eryF.
  • Preparation of fluorescent polymer based on D,L-lactic acid units end-capped with 1-pyrenebutanol by ring-opening polymerization.
  • Synthesis of 1-pyrenebutanol (PB)-labeled poly(lactic acid) (PLA) nanoparticles (NPs).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

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

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Dmitri R Davydov et al.
Biochemical and biophysical research communications, 294(4), 806-812 (2002-06-14)
1-Pyrenebutanol (1-PB) has been used as a new fluorescent substrate for P450eryF to explore the molecular mechanisms of cooperativity. Hydroxylation of 1-PB by P450eryF was detected by both fluorometric and chromatographic assays. Binding was monitored by a substrate-induced low-to-high spin
Cung An Nguyen et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 20(2), 217-222 (2003-10-11)
A new fluorescent polymer based on D,L-lactic acid units end-capped with 1-pyrenebutanol (PLAP) was synthesized by ring-opening polymerization. PLAP having different molecular weight could be obtained by varying the ratio of D,L-lactide and 1-pyrenebutanol. Fluorescent nanoparticles (NP) were prepared using
Poly (L-lactide) Nanoparticles via Ring-Opening Polymerization in Non-aqueous Emulsion.
Dorresteijn R, et al.
Macromolecular Chemistry and Physics, 213(19), 1996-2002 (2012)
Kazuki Fukushima et al.
Biomacromolecules, 18(11), 3834-3843 (2017-10-04)
We developed a biodegradable polycarbonate that demonstrates antithrombogenicity and vascular cell adhesion via organocatalytic ring-opening polymerization of a trimethylene carbonate (TMC) analogue bearing a methoxy group. The monoether-tagged polycarbonate demonstrates a platelet adhesion property that is 93 and 89% lower
Dane Christie et al.
ACS central science, 4(4), 504-511 (2018-05-04)
Nanoscale compositional heterogeneity in block copolymers can impart synergistic property combinations, such as stiffness and toughness. However, until now, there has been no experimental method to locally probe the dynamics at a specific location within these structured materials. Here, this
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