1-Pyrenebutyric Acid | 3443-45-6
Catalog Number | F08-0011 |
Category | Pyrene |
Molecular Formula | C20H16O2 |
Molecular Weight | 288.34 |
Catalog Number | Size | Price | Quantity |
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F08-0011 | -- | $-- |
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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 |
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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 | |
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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
PMID | Publication Date | Title | Journal |
---|---|---|---|
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 Number | Title | Priority 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 |
Applications of Fluorescent Probes & Dyes
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