
Pyrene hydrazide
| Catalog Number | R05-0014 |
| Category | Hydrazides |
| Molecular Formula | C20H19ClN2O |
| Molecular Weight | 338.83 |
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Product Introduction
Pyrene hydrazide is a carbonyl reactive dye for the attachment of pyrene polycyclic aromatic hydrocarbon residues to aldehydes and ketones. Pyrene is a blue-emitting fluorescent label which is especially useful as a proximity probe. When two pyrene residues are located close to each other, a longer-wavelength excimer fluorescence can be detected. Pyrene can also be FRET donor to other fluorophores. Its excited state possesses an unusually long lifetime of more than 100 ns, which allows to use this fluorophore in time-gated experiments.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | (4-pyren-1-ylbutanoylamino)azanium;chloride |
| SMILES | C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)CCCC(=O)N[NH3+].[Cl-] |
| InChI | InChI=1S/C20H18N2O.ClH/c21-22-18(23)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,2-3,6,21H2,(H,22,23);1H |
| InChIKey | WVRITUQNGBYEOG-UHFFFAOYSA-N |
| Appearance | off-white solid |
Product Specification
| Excitation | 343; 326; 313; 276; 265; 242; 234 |
| Emission | 377; 397 |
| 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. Desiccate. |
Application
Pyrene hydrazide is a fluorescent hydrazide click chemistry reagent designed for attaching a highly photostable pyrene fluorophore to carbonyl-containing handles through hydrazone-forming chemistries that are widely used as bioorthogonal labeling strategies. As a fluorescent tag building block, it combines strong excitation/emission properties with a reactive hydrazide functional group, enabling incorporation into probes for imaging, binding assays, and material labeling workflows. Its aromatic pyrene core is particularly valued in molecular imaging and single-molecule–sensitive applications where durable fluorescence and hydrophobic stacking effects can enhance signal behavior.
1. Fluorescent Carbonyl Labeling
Pyrene hydrazide is commonly used to label aldehyde- and ketone-functional biomolecules and surfaces, generating fluorescent conjugates for tracking reaction outcomes, monitoring biomolecular assembly, and visualizing distribution in complex samples. Researchers in chemical biology and biomaterials frequently employ pyrene hydrazide-based labeling to introduce a bright, stable fluorophore into glycans, oxidized carbohydrates, or carbonylated proteins used in mechanistic studies and assay development. The resulting pyrene-labeled constructs are also convenient for comparative studies of conjugation density, labeling efficiency, and spatial localization in microscopy and spectroscopy workflows.
2. Bioorthogonal Probe Construction
Pyrene hydrazide is widely incorporated into fluorescent probe libraries for chemical biology experiments that require modular attachment of a fluorophore to carbonyl-bearing targets under mild, labeling-compatible conditions. Molecular imaging groups use pyrene hydrazide to prepare fluorescent reporters for studying biomolecular interactions, receptor-ligand binding, and trafficking-like processes in vitro, where stable fluorescence supports longitudinal readouts. In diagnostic reagent development pipelines, it is often selected as a robust optical reporter for constructing conjugate reagents that interface with established assay formats and imaging instrumentation.
3. Polymer And Surface Functionalization
Pyrene hydrazide is frequently used to functionalize polymers, nanoparticles, and engineered surfaces that present reactive carbonyl groups, enabling durable fluorescent patterning and material tracking. Biomaterials scientists apply pyrene hydrazide labeling to characterize surface modification steps, quantify coating uniformity, and follow degradation or remodeling of carbonyl-containing polymer matrices in research settings. The pyrene fluorophore’s strong optical response and propensity for hydrophobic interactions make it useful for creating fluorescent materials where signal retention and visual contrast are important for process development and quality control in research-grade manufacturing.
4. Energy Transfer Imaging Tools
Pyrene hydrazide is also used as a donor or spectrally active component in fluorescence-based imaging toolkits where Förster resonance energy transfer or related ratiometric designs are leveraged for sensitive optical readouts. Chemical biology teams integrate pyrene hydrazide into multi-component fluorescent constructs to build reporters that respond to changes in local environment, proximity, or labeling stoichiometry. Molecular imaging laboratories favor pyrene hydrazide in these workflows because the pyrene chromophore provides strong excitation for excitation-based detection schemes and supports multiplexed optical strategies when paired with complementary acceptor dyes or quenching elements.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Exact Mass | 338.1185909 g/mol |
| Monoisotopic Mass | 338.1185909 g/mol |
| Topological Polar Surface Area | 56.7Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 437 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
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