| Size | Price | Stock | Qty |
|---|---|---|---|
| 500mg |
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| 1g |
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| 5g |
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| Other Sizes |
| Targets |
N/A (fluorescent probe/click chemistry reagent)
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|---|---|
| ln Vitro |
1-Ethynylpyrene has a Kis of 0.32 and 0.04 μM, respectively, and shows action against P450 1A2 and 2B1[1].
1-Ethynylpyrene has no specific biological activity. It is a chemical reagent. Pyrene possesses intrinsic fluorescence, and when two pyrene residues are located in close proximity, excimer formation can be observed by fluorescence spectroscopy, allowing the probing of biomolecular structures. The terminal alkyne group allows for copper-catalyzed alkyne-azide cycloaddition (CuAAC) and other coupling reactions such as Sonogashira coupling. It is often featured as a fluorescent probe in metal-organic frameworks (MOFs) and covalent organic frameworks (COFs). |
| ln Vivo |
No in vivo activity; 1-Ethynylpyrene is a chemical reagent used in vitro for labeling and imaging applications. Pyrene derivatives are known for their ability to intercalate double-stranded DNA (dsDNA), and pyrene has been used to probe structures of biomolecules. The compound is not administered to living organisms for therapeutic or toxicological studies; it is used to create fluorescently labeled biomolecules that can then be used in vivo for imaging.
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| Enzyme Assay |
1-Ethynylpyrene is used in click chemistry conjugation reactions. The protocol: dissolve 1-Ethynylpyrene (1-10 mM) in a suitable solvent (e.g., DMSO, DMF, or acetonitrile). Prepare the azide-functionalized molecule (e.g., azide-labeled DNA, peptide, or protein) in the same solvent. Add copper(II) sulfate (1-5 mol%) and a reducing agent such as sodium ascorbate (2-10 mol%) or THPTA (tris(3-hydroxypropyltriazolylmethyl)amine) as a copper ligand. Alternatively, use a pre-formed Cu(I) catalyst (e.g., [Cu(MeCN)4]PF₆). React the mixture at room temperature or 37degC for 1-24 hours. The triazole-linked product is purified by HPLC, dialysis, or precipitation. Conjugation efficiency is verified by mass spectrometry, fluorescence spectroscopy, or SDS-PAGE.
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| Cell Assay |
1-Ethynylpyrene is used to label azide-functionalized biomolecules via CuAAC for subsequent in vitro assays. For example, label azide-modified DNA or RNA oligonucleotides with 1-Ethynylpyrene. The labeled oligonucleotide is then hybridized to complementary target sequences, and fluorescence (monomer emission at ~375 nm) or excimer formation (emission at ~480 nm) is measured by fluorescence spectroscopy to detect hybridization, structural changes, or proximity of two pyrene labels. The labeled biomolecule can also be used in cellular uptake studies: cells are incubated with pyrene-labeled oligonucleotides or peptides (1-10 uM) for 1-24 hours, and cellular fluorescence is visualized by confocal microscopy or quantified by flow cytometry.
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| Animal Protocol |
No in vivo animal study for 1-Ethynylpyrene itself. However, the compound is used to create fluorescently labeled biomolecules (e.g., pyrene-labeled oligonucleotides, peptides, or nanoparticles) that can be administered to animals for in vivo imaging. A typical protocol: conjugate 1-Ethynylpyrene to an azide-functionalized targeting ligand (e.g., RGD peptide for tumor targeting) via CuAAC. Purify the conjugate. Administer the conjugate intravenously (tail vein injection) to tumor-bearing mice at a dose of 1-10 mg/kg. After circulation (1-24 hours), the animal is euthanized, and tissues (tumor, liver, kidney, lung, heart, brain) are collected. Fluorescence in tissues is visualized by ex vivo fluorescence imaging (excitation ~340-375 nm, emission ~375-480 nm). Alternatively, the animal can be imaged in vivo using an IVIS system (but deep tissue penetration of pyrene fluorescence is limited).
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| ADME/Pharmacokinetics |
1-Ethynylpyrene has no pharmacokinetic properties as a therapeutic agent; it is a chemical reagent. The pharmacokinetic properties of pyrene-labeled conjugates depend on the biomolecule to which it is attached (e.g., oligonucleotides, peptides, antibodies, nanoparticles). The pyrene moiety itself is lipophilic, which may increase the plasma protein binding and tissue retention of the conjugate. Pyrene is slowly metabolized by CYP enzymes (particularly CYP1A1 and CYP1A2) to hydroxylated metabolites (e.g., 1-hydroxypyrene), which are excreted in urine as glucuronide conjugates. The half-life of pyrene in humans is 4-9 hours.
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| Toxicity/Toxicokinetics |
Pyrene is a polycyclic aromatic hydrocarbon (PAH) and is classified as a potential human carcinogen. However, 1-Ethynylpyrene is a pyrene derivative used as a chemical reagent in research settings; it should be handled with appropriate caution (gloves, lab coat, fume hood). Direct toxicity of 1-Ethynylpyrene has not been systematically studied, but pyrene and its metabolites are known to cause DNA damage, oxidative stress, and carcinogenesis upon chronic exposure. For research use: avoid inhalation, skin contact, and ingestion. Dispose of according to hazardous waste regulations. No specific toxicity data for 1-Ethynylpyrene in animals.
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| References | |
| Additional Infomation |
See the first source for RN and structural formulas; RN is not included in Chemline 12/84.
1-Ethynylpyrene (CAS: 34993-56-1) is a fluorescent labeling reagent used in click chemistry and material science. It is a pyrene fluorophore with a terminal alkyne for CuAAC. Pyrene possesses intrinsic fluorescence and forms excimers. The compound is used to label azide-functionalized biomolecules (DNA, RNA, peptides, proteins) and to probe biomolecular structures. It is also used in organic electronics, semiconductors, LEDs, and photovoltaic devices. Molecular weight: 226.27. Molecular formula: C18H10 (C14H10? Actually C18H10 for 1-Ethynylpyrene: pyrene is C16H10, ethynyl is C2H, sum C18H10). Solubility: good in chloroform, dichloromethane, toluene; insoluble in water. Purity: typically 95-98%. Storage: store at -20degC, protect from light. For research use only. Not for human therapeutic or diagnostic use. |
| Molecular Formula |
C18H10
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|---|---|
| Molecular Weight |
226.27
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| Exact Mass |
226.078
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| CAS # |
34993-56-1
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| PubChem CID |
154905
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| Appearance |
Light yellow to brown solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
410.6±14.0 °C at 760 mmHg
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| Melting Point |
113-115ºC
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| Flash Point |
194.9±14.2 °C
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| Vapour Pressure |
0.0±0.5 mmHg at 25°C
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| Index of Refraction |
1.807
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| LogP |
5.35
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
0
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
18
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| Complexity |
373
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| Defined Atom Stereocenter Count |
0
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| SMILES |
C#CC1=C2C=CC3=CC=CC4=C3C2=C(C=C4)C=C1
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| InChi Key |
VEBUBSLYGRMOSZ-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C18H10/c1-2-12-6-7-15-9-8-13-4-3-5-14-10-11-16(12)18(15)17(13)14/h1,3-11H
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| Chemical Name |
1-ethynylpyrene
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 9.09 mg/mL (40.17 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 0.91 mg/mL (4.02 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 9.1 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 0.91 mg/mL (4.02 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 9.1 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.4195 mL | 22.0975 mL | 44.1950 mL | |
| 5 mM | 0.8839 mL | 4.4195 mL | 8.8390 mL | |
| 10 mM | 0.4419 mL | 2.2097 mL | 4.4195 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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