
Pentynoic acid STP ester | CAS 1807530-14-8
| Catalog Number | R16-0067 |
| Category | BCN Reagents |
| Molecular Formula | C11H5F4NaO5S |
| Molecular Weight | 348.20 |
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Product Introduction
Pentynoic acid STP ester is a specialized reagent featuring a terminal alkyne group, enabling its participation in copper-catalyzed azide–alkyne cycloaddition (CuAAC) reactions. The ester functionality within its structure facilitates conjugation to various substrates, making it suitable for incorporation into complex macromolecular assemblies. This compound is frequently used in click chemistry applications for the modification and functionalization of biomolecules, polymers, and surfaces, supporting diverse experimental designs in synthetic and bioconjugation chemistry.
Chemical Information
Product Specification
Application
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| Solubility | Good in water |
| Appearance | Colorless solid |
Product Specification
| Mass Spec M+ Increment | 80.0 |
| Storage | 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
Pentynoic acid STP ester is a strained-alkyne click chemistry reagent designed for bioorthogonal labeling and functional group transfer in chemical biology workflows. As an alkyne-containing STP (succinimidyl/thiophosphoryl-type) ester, it combines an electrophilic ester handle with a terminal alkyne functionality, enabling efficient conjugation to primary amines and subsequent click-compatible tagging. This reagent is commonly selected for preparing alkyne-bearing probes, linkers, and labeling reagents used in proteomics, biomaterials modification, and molecular imaging tool development.
1. Amine-Targeted Bioconjugation
Pentynoic acid STP ester is used to introduce a click-reactive alkyne functionality onto amine-containing biomolecules and building blocks, supporting downstream labeling strategies in chemical biology and proteomics. Researchers employ it to generate alkyne-tagged conjugates for affinity workflows, sample preparation, and multistep probe assembly where orthogonal reactivity is required. The STP ester handle provides a practical route to stable conjugate formation, while the terminal alkyne enables subsequent copper-catalyzed or strain-promoted click reactions with complementary partners for imaging and detection reagent construction.
2. Proteomics And Activity Probes
Pentynoic acid STP ester is well suited for constructing alkyne-functional probes used in proteome-wide labeling experiments and activity mapping toolchains. In practice, it supports the generation of clickable probe derivatives that can be incorporated into enrichment and readout pipelines, including workflows that rely on secondary click steps to attach reporter groups or handles for purification. The reagent’s dual utility as a conjugation-capable ester and an alkynyl click handle makes it a common choice for building modular probe sets used across discovery-oriented biochemical assays.
3. Biomaterials Surface Functionalization
Pentynoic acid STP ester is applied to functionalize polymeric and solid-surface materials that contain accessible amine groups, enabling the installation of clickable alkyne sites for subsequent coupling. Biomaterials researchers use it to create surfaces and coatings that can be patterned or decorated with fluorescent tags, affinity ligands, or other reactive components through click-compatible chemistry. This approach is frequently used to generate customizable material interfaces for mechanistic studies, assay development, and platform prototyping in materials chemistry and chemical engineering.
4. Molecular Imaging Probe Assembly
Pentynoic acid STP ester is used as a building block for assembling alkyne-bearing imaging reagents and molecular imaging toolkits that require modular attachment of reporter moieties. Probe developers often incorporate this reagent early in the synthesis of clickable intermediates, enabling later installation of dyes, affinity tags, or other imaging-compatible components using standardized click coupling partners. The resulting alkyne-functional conjugates are valuable for creating families of probes with consistent chemical handles, facilitating rapid iteration in imaging reagent development workflows.
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