
Hexynoic acid STP ester
| Catalog Number | R16-0066 |
| Category | BCN Reagents |
| Molecular Formula | C12H7F4O5SNa |
| Molecular Weight | 362.23 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Alkyne activated ester for the labeling of amine groups in proteins, peptides and other molecules bearing aliphatic amine functional groups.,Sulfotetrafluorophenyl (STP) esters are excellent alternatives to conventional N-hydroxysuccinimide (NHS) esters. Compared to NHS esters, STP esters provide better ratio of labeling to hydrolysis in aqueous environments.,Hexynoic acid fragment is a short linker with amine. For longer amine linkers, consider using Alkyne-PEG activated esters.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2,3,5,6-tetrafluoro-4-hex-5-ynoyloxybenzenesulfonate |
| SMILES | C#CCCCC(=O)OC1=C(C(=C(C(=C1F)F)S(=O)(=O)[O-])F)F |
| InChI | InChI=1S/C12H8F4O5S/c1-2-3-4-5-6(17)21-11-7(13)9(15)12(22(18,19)20)10(16)8(11)14/h1H,3-5H2,(H,18,19,20)/p-1 |
| InChIKey | REZIFUYKIHTOIL-UHFFFAOYSA-M |
| Solubility | Good in water, DMF, DMSO |
| Appearance | White solid |
Product Specification
| Mass Spec M+ Increment | 94.04 |
| Storage | Storage: 12 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
Hexynoic acid STP ester is a functionalized alkyne building block designed for click chemistry workflows, most commonly leveraged in copper-catalyzed azide–alkyne cycloaddition (CuAAC) to enable rapid, modular conjugation. The reagent combines a terminal alkyne handle with an STP ester motif that can participate in downstream coupling strategies to introduce alkyne-bearing functionality onto biomolecules, polymers, or surfaces. As a result, it is widely used by chemical biology and materials research groups to prepare clickable intermediates for probe labeling, surface patterning, and multicomponent assembly.
1. Bioorthogonal Probe Labeling
Hexynoic acid STP ester is used to incorporate an alkyne handle into labeling reagents and chemical probes that are subsequently coupled to azide-bearing targets via CuAAC. Researchers employ this approach to generate clickable derivatized biomolecules, affinity reagents, and imaging or detection scaffolds where modular attachment is preferred over direct conjugation. The STP ester functionality supports preparation of reactive intermediates that can be integrated into probe synthesis pipelines, enabling consistent incorporation of the alkyne moiety for downstream bioconjugation.
2. Surface And Material Functionalization
Hexynoic acid STP ester is applied in materials science to introduce clickable alkyne functionality onto polymer films, coatings, and functionalized surfaces prior to azide-based grafting or patterning. This use case is common in the development of immobilized probe arrays, biointerface engineering studies, and stepwise assembly of multicomponent materials where spatially controlled attachment is valuable. By using the alkyne handle as a standardized interface, teams can streamline workflows for sequential functionalization and reproducible surface chemistry across different material platforms.
3. Polymer And Macromolecule Conjugation
Hexynoic acid STP ester supports the preparation of alkyne-functional polymer building blocks and macromolecular conjugates that can be linked to azide-containing partners through click chemistry. In polymer chemistry and biomaterials research, the reagent is often used to create clickable handles for post-polymerization modification, enabling incorporation of functional motifs such as crosslinking sites, affinity tags, or imaging reporters. The STP ester group provides a practical route to generate intermediates that integrate into polymer synthesis and subsequent conjugation strategies, supporting scalable platform development.
4. Diagnostic Reagent Development
Hexynoic acid STP ester is utilized in the development of diagnostic and analytical reagents that require robust, modular coupling of recognition elements to reporter components. Many reagent designers rely on CuAAC-compatible alkyne handles to connect azide-functional detection moieties, enabling consistent assembly of multicomponent assay components such as labeled probes and conjugated standards. The reagent’s clickable design helps simplify the manufacturing workflow for research-grade diagnostic tools by separating the preparation of clickable intermediates from the final assembly step.
Computed Properties
| XLogP3 | 1.6 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 5 |
| Exact Mass | 338.99503214 g/mol |
| Monoisotopic Mass | 338.99503214 g/mol |
| Topological Polar Surface Area | 91.9Ų |
| Heavy Atom Count | 22 |
| Formal Charge | -1 |
| Complexity | 522 |
| 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 | 1 |
| Compound Is Canonicalized | Yes |
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