
TBTA ligand | CAS 510758-28-8
| Catalog Number | R17-0004 |
| Category | Click Chemistry Ligands and Catalysts |
| Molecular Formula | C30H30N10 |
| Molecular Weight | 530.64 |
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Product Introduction
TBTA is a tertiary amine with three 1,2,3-triazole groups. It is one of the most widely used water-insoluble ligands for copper-catalyzed azide-alkyne cycloadditions (CuAAC).
Chemical Information
Application
Chemical Information
| Synonyms | TBTA; Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine; tris(benzyltriazolylmethyl)amine; N,N,N-Tris((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amine |
| IUPAC Name | 1-(1-benzyltriazol-4-yl)-N,N-bis[(1-benzyltriazol-4-yl)methyl]methanamine |
| SMILES | C1=CC=C(C=C1)CN2C=C(N=N2)CN(CC3=CN(N=N3)CC4=CC=CC=C4)CC5=CN(N=N5)CC6=CC=CC=C6 |
| InChI | InChI=1S/C30H30N10/c1-4-10-25(11-5-1)16-38-22-28(31-34-38)19-37(20-29-23-39(35-32-29)17-26-12-6-2-7-13-26)21-30-24-40(36-33-30)18-27-14-8-3-9-15-27/h1-15,22-24H,16-21H2 |
| InChIKey | WKGZJBVXZWCZQC-UHFFFAOYSA-N |
| LogP | 3.80840 |
Application
TBTA ligand is a well-established copper(I)-stabilizing ligand used to accelerate and improve the efficiency of Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC). As a tris(triazolylmethyl)amine-type coordination scaffold, TBTA ligand is designed to maintain an active Cu(I) species under typical bioconjugation and polymer labeling conditions, supporting reproducible click functionalization of biomolecules, surfaces, and materials. Its robust use in research-grade labeling workflows makes it a common choice for laboratories performing high-throughput probe synthesis, conjugate generation, and imaging reagent preparation.
1. CuAAC Bioconjugation Workflows
TBTA ligand is widely used in CuAAC-based bioconjugation workflows to generate azide–alkyne-linked biomolecular conjugates with consistent labeling outcomes across diverse substrates such as proteins, peptides, nucleic acid components, and carbohydrate-bearing constructs. In practical reagent development, TBTA ligand helps laboratories run CuAAC under conditions compatible with sensitive functional groups, enabling efficient attachment of fluorescent tags, affinity handles, and other reporter moieties to biomacromolecules for downstream assay development and characterization. Researchers also rely on TBTA ligand to reduce variability associated with Cu(I) generation and handling, which is especially valuable when preparing libraries of labeled conjugates for screening, method development, or comparative studies of labeling chemistry.
2. Fluorescent Probe And Imaging Labeling
TBTA ligand is frequently incorporated into labeling protocols for fluorescent probes where CuAAC is used to install dyes, imaging reporters, or structured fluorophore payloads onto azide- or alkyne-functionalized targets. Because imaging-oriented workflows often require careful control of reaction conditions to preserve probe integrity and minimize side reactivity, TBTA ligand serves as a practical enabling component for generating well-defined fluorescent conjugates used in microscopy, flow-based readouts, and analytical characterization. Many molecular imaging and chemical biology groups select TBTA ligand to support reproducible probe assembly when producing multi-component labeling reagents, including dual-labeled constructs and modular imaging platforms built from click-compatible building blocks.
3. Surface And Materials Functionalization
TBTA ligand is used in industrial and academic settings to functionalize surfaces and materials via CuAAC, including polymer films, hydrogel systems, and microfabricated substrates bearing azide or alkyne reactive groups. In materials science workflows, TBTA ligand helps drive efficient surface grafting and post-functionalization, supporting the creation of immobilized affinity ligands, bioactive coatings, and patterned chemical interfaces used for sensing, capture assays, and materials characterization. The ligand’s role in stabilizing the catalytic Cu(I) environment is particularly relevant for surface-bound reactions where mass transport and local catalyst availability can otherwise lead to inconsistent functionalization density, making TBTA ligand a common choice for reproducible materials modification.
4. Linker Chemistry For Diagnostic Reagents
TBTA ligand is commonly applied in the development of diagnostic reagent building blocks where CuAAC is used to assemble modular components such as reporter conjugates, capture reagents, and standardized labeling intermediates. In diagnostic reagent development pipelines, TBTA ligand supports the reliable coupling of azide- and alkyne-functional partners, including polymeric scaffolds, affinity tags, and signal-generating moieties, enabling consistent preparation of assay-ready conjugates used in research and manufacturing settings. Teams that produce reagent panels and analytical standards often choose TBTA ligand to improve workflow robustness during conjugate assembly, especially when scaling preparation steps that require repeatable click coupling across multiple batches of azide/alkyne substrates.
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