
THPTA ligand | CAS 760952-88-3
| Catalog Number | R17-0005 |
| Category | Click Chemistry Ligands and Catalysts |
| Molecular Formula | C18H30N10O3 |
| Molecular Weight | 434.50 |
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Product Introduction
THPTA ligand is a triazole ligand for water-based copper-catalyzed click chemistry reactions.
Chemical Information
Application
Chemical Information
| Synonyms | THPTA; tris(3-hydroxypropyltriazolylmethyl)amine; 3,3',3''-(4,4',4''-(nitrilotris(methylene))tris(1H-1,2,3-triazole-4,1-diyl))tris(propan-1-ol) |
| IUPAC Name | 3-[4-[[bis[[1-(3-hydroxypropyl)triazol-4-yl]methyl]amino]methyl]triazol-1-yl]propan-1-ol |
| SMILES | C1=C(N=NN1CCCO)CN(CC2=CN(N=N2)CCCO)CC3=CN(N=N3)CCCO |
| InChI | InChI=1S/C18H30N10O3/c29-7-1-4-26-13-16(19-22-26)10-25(11-17-14-27(23-20-17)5-2-8-30)12-18-15-28(24-21-18)6-3-9-31/h13-15,29-31H,1-12H2 |
| InChIKey | VAKXPQHQQNOUEZ-UHFFFAOYSA-N |
| Appearance | Off White Solid |
| LogP | -0.74760 |
Application
THPTA ligand is a sulfur-rich, electron-donating ligand commonly used to accelerate and stabilize copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reactions. As a tridentate-type coordinating system, THPTA is frequently selected in click chemistry workflows where efficient catalyst activation, improved reaction rates, and compatibility with complex chemical or biological media are required. Its coordination chemistry makes it a widely adopted choice for preparing labeled biomolecules, functional materials, and molecular imaging or diagnostic reagents that rely on robust CuAAC coupling.
1. CuAAC Labeling Workflows
THPTA ligand is widely used in CuAAC labeling workflows for attaching azide or alkyne functional groups to biomolecules and research probes under conditions that benefit from strong copper(I) coordination. In typical reagent development and assay preparation, THPTA helps support reproducible labeling performance when substrates are present in buffers, polymer matrices, or other chemically demanding environments. This makes it a common component in supplier and academic protocols for generating clickable handles on proteins, peptides, nucleic-acid analogs, and small-molecule reporters used in downstream characterization and screening.
2. Biomolecule Conjugation Chemistry
THPTA ligand supports copper-catalyzed bioconjugation strategies where azide–alkyne coupling is used to assemble multi-component constructs, such as functionalized antibodies and affinity reagents, without requiring extensive optimization for each new substrate. Researchers often choose THPTA to improve the practicality of click conjugations in the presence of salts, reducing agents, or other functional groups that can complicate catalyst speciation. The ligand’s role is particularly valuable when preparing libraries of conjugates for proteomics-oriented labeling, reagent optimization, or materials-functional biomolecule hybrids where consistency across batches matters.
3. Molecular Imaging Probe Assembly
THPTA ligand is frequently incorporated into the synthetic and labeling toolkits used to assemble molecular imaging probes that contain azide or alkyne motifs for rapid modular attachment. Click chemistry is favored in probe assembly because it enables late-stage functionalization and straightforward exchange of targeting or reporter components, while THPTA helps maintain efficient CuAAC coupling during probe construction. This usage pattern is common in research settings that prioritize scalable, flexible synthesis of radiolabeling precursors, fluorescent tags, and other imaging-relevant reporter conjugates that are built from modular clickable fragments.
4. Functional Materials and Surfaces
THPTA ligand is used to enable CuAAC-based functionalization of polymers, hydrogels, and solid supports where azide–alkyne coupling is employed to introduce bioactive groups, crosslinking motifs, or detection handles. In biomaterials and surface chemistry development, the ligand is selected to facilitate reliable coupling under heterogeneous conditions, such as reactions occurring at material interfaces or within porous matrices. THPTA therefore supports the creation of functional materials used for research-grade diagnostics development, affinity capture platforms, and tunable surface architectures that rely on click-derived incorporation of functional moieties.
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