
Alkyne hydrazide
| Catalog Number | R02-0005 |
| Category | Alkynes |
| Molecular Formula | C6H11ClN2O |
| Molecular Weight | 162.62 |
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Product Introduction
Alkyne hydrazide bifunctional linker reagent is an adapter molecule which is useful to attach terminal alkyne group to a carbonyl group of aldehydes and ketones. Carbonyl groups are encountered in proteins subjected to oxidative stress. Many small natural molecules are also carbonyl compounds. Most saccharides, as well as RNAs contain 1,2-diol fragments which can be oxidized with periodate to aldehydes, which in turn react with hydrazides.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | hex-5-ynehydrazide;chloride |
| SMILES | C#CCCCC(=O)NN.[Cl-] |
| InChI | InChI=1S/C6H10N2O.ClH/c1-2-3-4-5-6(9)8-7;/h1H,3-5,7H2,(H,8,9);1H/p-1 |
| InChIKey | PJHKOXIWLQFVMB-UHFFFAOYSA-M |
| Solubility | good in water, DMF, DMSO, alcohols |
| Appearance | colorless solid |
Product Specification
| 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
Alkyne hydrazide is a click-chemistry-compatible functional reagent that combines an alkyne handle with a hydrazide group for versatile bioconjugation workflows. As a key precursor for copper-catalyzed azide–alkyne cycloaddition (CuAAC) and related alkyne-based labeling strategies, it enables attachment of alkyne-tagged motifs to biomolecules, surfaces, and polymeric materials. Its hydrazide functionality supports common hydrazone-forming conjugation routes, while the terminal alkyne provides a robust downstream click handle for fluorescent probes, affinity reagents, and imaging or analytical platforms.
1. Biomolecule Labeling
Alkyne hydrazide is widely used in chemical biology for preparing alkyne-tagged biomolecules and probe conjugates, where the hydrazide group enables conjugation to carbonyl-containing targets under standard bioconjugation conditions. Researchers then exploit the alkyne handle for CuAAC-based attachment of azide-bearing reporters such as fluorophores, affinity tags, and enrichment handles. This approach is particularly common in proteomics sample preparation, glyco- and carbonyl-derivatization workflows, and multi-step labeling schemes that benefit from orthogonal reactivity and modular probe exchange.
2. Fluorescent Imaging Probes
Alkyne hydrazide serves as a practical building block for generating fluorescent imaging reagents that require a stable, modular alkyne handle for subsequent click coupling. By first installing the hydrazide-derived conjugate onto a biomolecule class of interest, the resulting alkyne-tagged intermediate can be rapidly diversified with azide-functional dyes, quencher pairs, or imaging-compatible reporter systems. This workflow is frequently adopted in cell and molecular imaging tool development, where the ability to swap azide reporters without re-optimizing the initial conjugation step improves experimental throughput and probe library generation.
3. Surface And Material Functionalization
Alkyne hydrazide is used to introduce clickable alkyne functionality onto solid supports and biomaterials, enabling downstream immobilization of azide-bearing ligands, coatings, and detection reagents. The hydrazide group provides a convenient route to attach the reagent to carbonyl-containing surfaces or to incorporate it into polymer matrices, yielding materials with accessible alkynes for CuAAC patterning. Such functionalization strategies are common in microarray fabrication, biosensor surface chemistry, and engineered scaffold development where spatially controlled conjugation and modular assembly of recognition elements are required.
4. Diagnostic Reagent Building Blocks
Alkyne hydrazide is employed in diagnostic reagent development as an intermediate for constructing clickable assay components, including affinity reagents and signal-generating conjugates. The hydrazide functionality supports incorporation into capture molecules or scaffold systems, while the alkyne handle enables efficient coupling to azide-functional detection chemistries used in analytical formats. This modular design supports rapid generation of reagent variants for assay optimization, including alternative labeling densities, reporter swaps, and multiplexing strategies that rely on consistent click-compatible chemistry across reagent batches.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 161.0481656 g/mol |
| Monoisotopic Mass | 161.0481656 g/mol |
| Topological Polar Surface Area | 55.1Ų |
| Heavy Atom Count | 10 |
| Formal Charge | -1 |
| Complexity | 133 |
| 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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