
Biotin-LC-Hydrazide | CAS 109276-34-8
| Catalog Number | R05-0017 |
| Category | Hydrazides |
| Molecular Formula | C16H29N5O3S |
| Molecular Weight | 371.50 |
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Product Introduction
Biotin-LC-Hydrazide is a modification reagent used to biotinylate carboxyl or vicinal hydroxyl groups on carbohydrates, glycoproteins, or other glycoconjugates.
Chemical Information
Application
Chemical Information
| Synonyms | Biotinamidocaproyl hydrazide; (+)-Biotin-LC-Hydrazide; N-(6-Hydrazinyl-6-oxohexyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide |
| IUPAC Name | 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazinyl-6-oxohexyl)pentanamide |
| SMILES | C1C2C(C(S1)CCCCC(=O)NCCCCCC(=O)NN)NC(=O)N2 |
| InChI | InChI=1S/C16H29N5O3S/c17-21-14(23)8-2-1-5-9-18-13(22)7-4-3-6-12-15-11(10-25-12)19-16(24)20-15/h11-12,15H,1-10,17H2,(H,18,22)(H,21,23)(H2,19,20,24)/t11-,12-,15-/m0/s1 |
| InChIKey | IJJWOSAXNHWBPR-HUBLWGQQSA-N |
Application
Biotin-LC-Hydrazide is a biotinylated hydrazide reagent designed for chemoselective conjugation workflows that pair well with carbonyl-functional handles. As a long-chain (LC) biotin construct, it provides a flexible spacer that improves accessibility of the biotin moiety for downstream streptavidin- or avidin-based capture. In click-chemistry and chemical biology pipelines, biotin-LC-Hydrazide is commonly used to generate biotin-tagged probes, surfaces, and imaging reagents that can be detected, enriched, or immobilized through high-affinity biotin binding.
1. Carbonyl Biotin Labeling
Biotin-LC-Hydrazide is widely used to introduce biotin tags onto aldehyde- or ketone-bearing biomolecules and materials, enabling robust enrichment and detection workflows. Researchers employ this reagent to create biotinylated versions of glycans, oxidized carbohydrates, and carbonyl-functional proteins for subsequent streptavidin pull-down, blotting, or affinity capture. The long-chain linker supports efficient presentation of biotin, which is particularly helpful when labeling targets with steric constraints or when preparing samples for downstream proteomics and analytical assays.
2. Glycan and Metabolite Tagging
Biotin-LC-Hydrazide is frequently incorporated into carbohydrate labeling strategies where carbonyl groups arise from metabolic oxidation or chemical derivatization of glycans and glycan-related metabolites. Chemical biology groups use the resulting biotinylated glycoconjugates to track glycan remodeling, compare labeling conditions, and isolate glycan fractions from complex mixtures. The biotin handle also facilitates standardized workflows for enrichment and normalization across experiments, supporting reagent development for glycomics sample preparation and analytical readouts based on affinity capture.
3. Streptavidin Immobilized Surfaces
Biotin-LC-Hydrazide is commonly used to prepare biotin-functionalized surfaces and affinity materials for immobilizing biomolecules, enzymes, or binding partners via streptavidin or avidin layers. Biomaterials and assay development teams leverage the hydrazide-derived biotin conjugates to create reusable capture platforms for biosensing, sample processing, and workflow automation in research laboratories. The LC spacer improves accessibility of the biotin on the surface, which can be important for maintaining binding performance of immobilized ligands and for reducing steric hindrance in crowded surface chemistries.
4. Molecular Imaging Probes
Biotin-LC-Hydrazide is used as a biotin-building block for constructing imaging and detection probes that rely on avidin/streptavidin conjugation chemistry. Molecular imaging and diagnostics reagent developers incorporate biotinylated targets or nanoparticles to enable modular attachment of fluorophores, contrast agents, or reporter labels through streptavidin-based coupling. This approach supports flexible probe assembly, allowing researchers to swap reporter components while keeping the biotin affinity handle constant, which is useful for optimizing labeling density and signal formatting in imaging workflows.
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