1-Pyrenebutyric Acid

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1-Pyrenebutyric Acid

1-Pyrenebutyric Acid | 3443-45-6

Catalog Number F08-0011
Category Pyrene
Molecular Formula C20H16O2
Molecular Weight 288.34
Catalog Number Size Price Quantity
F08-0011 -- $--

Product Introduction

1-Pyrenebutanoic acid is a fluorescent probe that can be used to study proteins, lipids, nucleic acids and other biological systems.

Chemical Information

Synonyms Pyrenebutyric acid;4-(1-pyrenyl)butanoic acid; 4-pyren-1-ylbutanoic acid
Purity NMR 1H, HPLC-MS (95%)
IUPAC Name 4-pyren-1-ylbutanoic acid
Canonical SMILES C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)CCCC(=O)O
InChI InChI=1S/C20H16O2/c21-18(22)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6H2,(H,21,22)
InChI Key QXYRRCOJHNZVDJ-UHFFFAOYSA-N
Solubility Good in DCM, chloroform
Density 1.296 g/cm3
Appearance Brownish yellow solid
Boiling Point 186-188 °C
Melting Point 189 °C
MDL Number MFCD00004141
LogP 4.99130
  • Product Specification
  • Application
Excitation 343; 326; 313; 276; 265; 242; 234
Emission 377; 397
Storage Storage: 24 months after receival at -20 °C in the Dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light.
Signal Warning
GHS Hazard Statements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

1-Pyrenebutyric acid’s most notable application is as a fluorescent probe in biochemical research. Due to its unique chemical structure, it exhibits significant fluorescence properties, making it ideal for detecting and quantifying biomolecules such as proteins and nucleic acids in various assays. This application is highly advantageous in molecular biology, enabling researchers to visually trace the presence and concentration of biomolecules in experimental samples. Furthermore, its high sensitivity and specificity in binding to target molecules facilitate more accurate and detailed analyses in fluorescence microscopy and spectroscopy applications, thereby advancing the understanding of complex biological processes.

Another critical application of 1-Pyrenebutyric acid is in the development of new materials and sensors. This compound is utilized in the synthesis of organic electronic materials due to its robust conjugated system, which aids in the efficient transfer of electrons. This property is particularly useful in the creation of conductive polymers and organic semiconductors, which are essential components of flexible electronic devices. Additionally, 1-Pyrenebutyric acid can be incorporated into sensor technologies to detect environmental pollutants and gases, leading to the development of highly sensitive and selective detection systems that can operate under various conditions.

In medicinal chemistry, 1-Pyrenebutyric acid serves as a building block for synthesizing pharmaceutical compounds. Its versatile reactions with different chemical groups make it an invaluable intermediate in the design and development of new drugs. Researchers utilize this acid to introduce pyrene moieties into drug molecules, which can enhance their binding affinity to biological targets, thereby improving their efficacy and potency. This capability is particularly critical in the pursuit of small-molecule drugs, where achieving precise interactions with targets such as enzymes, receptors, and proteins can significantly impact therapeutic outcomes.

Finally, 1-Pyrenebutyric acid plays a role in materials science for creating advanced photonic and optoelectronic devices. Due to its photophysical properties, it is employed in the design of organic light-emitting diodes (OLEDs), photovoltaic cells, and other light-sensitive materials. This application harnesses the compound’s ability to absorb and emit light effectively, which is crucial for developing high-performance optoelectronic devices. The integration of 1-Pyrenebutyric acid into these technologies not only enhances their efficiency but also contributes to the advancement of renewable energy solutions and innovative lighting technologies.

Computed Properties

XLogP3 5.1
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 4
Exact Mass 288.115029749 g/mol
Monoisotopic Mass 288.115029749 g/mol
Topological Polar Surface Area 37.3Ų
Heavy Atom Count 22
Formal Charge 0
Complexity 418
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
22743600 2012-09-01 Combining poly-arginine with the hydrophobic counter-anion 4-(1-pyrenyl)-butyric acid for protein transduction in transdermal delivery Biomaterials
23035414 2012-09-01 Hybrid low resistance ultracapacitor electrodes based on 1-pyrenebutyric acid functionalized centimeter-scale graphene sheets Journal of nanoscience and nanotechnology
22793649 2012-08-28 RGD-peptide functionalized graphene biomimetic live-cell sensor for real-time detection of nitric oxide molecules ACS nano
22765230 2012-07-31 Self-assembly of a diblock copolymer with pendant disulfide bonds and chromophore groups: a new platform for fast release Langmuir : the ACS journal of surfaces and colloids
22465335 2012-06-01 A protein transduction method using oligo-arginine (3R) for the delivery of transcription factors into cell nuclei Biomaterials

Patents

Publication NumberTitlePriority Date
CN-115132404-A A kind of manufacturing method of transparent flexible thin film electrode 2022-07-28
CN-115112738-A Preparation of a laser direct writing graphene/enzyme electrode and its application in glucose sensing 2022-07-21
CN-115028732-A Anti-benzo[a]pyrene monoclonal antibody and its application 2022-07-11
CN-115028733-A Monoclonal antibody and enzyme-linked immunosorbent assay and kit for the detection of pyrene and benzo[a]pyrene 2022-07-11
CN-114920203-A A kind of method that utilizes riboflavin compounds to produce hydrogen peroxide 2022-05-20
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