O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine | CAS 1835759-78-8

O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine is a click-chemistry building block built around a terminal alkyne handle for bioorthogonal conjugation workflows. As an alkyne-functional hydroxylamine derivative, it is commonly used to introduce an alkynyl reactive site into biomolecules, polymers, and surfaces that are later compatible with copper-catalyzed or strain-promoted azide–alkyne coupling strategies. The extended tetraoxyethylene-containing linker promotes aqueous compatibility and reduces steric constraints, which is particularly valuable when preparing imaging probes, affinity reagents, and material-functionalized constructs for research and industrial R&D.

1. Biomolecule Labeling Probes

O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine is used as an alkynyl tagging reagent to generate azide-reactive conjugates for labeling proteins, peptides, and other biomolecular targets in chemical biology workflows. Researchers incorporate this reagent into probe design to install a defined alkyne handle that can be carried through downstream conjugation steps with azide-bearing fluorophores, affinity tags, or reporter constructs. The hydrophilic, ether-rich spacer supports conjugation in buffered aqueous conditions, helping maintain labeling efficiency when the target biomolecule is sensitive to harsh conditions or steric crowding. This makes the reagent a practical choice for preparing libraries of detection reagents used in assay development, target engagement studies, and mechanistic investigations where modular click handles are required.

2. Surface And Material Functionalization

O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine is applied to functionalize polymeric materials, hydrogels, and engineered surfaces with an alkyne-reactive moiety for subsequent click coupling to azide-functional components. Materials scientists use this approach to create modular interfaces that can be patterned or uniformly decorated with ligands, imaging reporters, or capture chemistries, enabling tunable surface chemistry for biomaterials research. The tetraoxyethylene linker is particularly relevant for improving wettability and mitigating nonspecific interactions in aqueous environments, which supports reproducible surface modification across different substrate types. By providing a stable, externally addressable click handle, the reagent fits into industrial and academic workflows that require scalable surface derivatization followed by orthogonal attachment of functional payloads.

3. Molecular Imaging Platforms

O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine is frequently selected in molecular imaging reagent development to install an alkyne handle on targeting scaffolds and reporter precursors. Imaging-focused groups use the reagent to prepare conjugation-ready intermediates that can be coupled to azide-bearing dyes or imaging moieties, supporting modular probe assembly and rapid iteration of structure–property relationships. The ether-rich spacer helps maintain probe solubility and reduces local steric effects around the reactive site, which is important when attaching bulky reporters that can otherwise hinder efficient conjugation. This reagent therefore supports the construction of research imaging tools used for studying molecular interactions, distribution behavior in model systems, and probe optimization in chemical biology.

4. Diagnostic Reagent And Assay Chemistry

O-(3,6,9,12-Tetraoxapentadec-14-yn-1-yl)hydroxylamine is used in diagnostic reagent and assay chemistry development to generate alkyne-functional components that can be clicked onto azide-labeled detection elements. Assay developers incorporate this reagent into workflows that require controlled attachment of reporter groups to affinity binders, polymer backbones, or solid supports, enabling consistent reagent performance across assay formats. The reagent’s design supports aqueous compatibility and flexible spacing, which can improve conjugation outcomes when assembling multicomponent detection systems such as labeled binding reagents and click-assembled assay platforms. By enabling modular coupling to azide-functional reporters, it supports streamlined reagent manufacturing strategies in research and industrial settings where reproducible conjugate construction is essential.