
Bromoacetamido-PEG3-TCO
| Catalog Number | R15-0002 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C21H37BrN2O6 |
| Molecular Weight | 493.4 |
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Product Introduction
Bromoacetamido-PEG3-TCO is a synthetic reagent that features a bromoacetamide group, a polyethylene glycol (PEG) spacer, and a trans-cyclooctene (TCO) moiety. This compound participates in bioconjugation reactions, where the bromoacetamide group facilitates covalent attachment to thiol-containing biomolecules, while the TCO moiety enables strain-promoted cycloaddition reactions with tetrazines. The PEG3 spacer enhances solubility and flexibility, making Bromoacetamido-PEG3-TCO suitable for applications in bioorthogonal chemistry, including surface modification and macromolecular assembly.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 96 % |
| IUPAC Name | [(2E)-cyclooct-2-en-1-yl] N-[3-[2-[2-[3-[(2-bromoacetyl)amino]propoxy]ethoxy]ethoxy]propyl]carbamate |
| SMILES | C1CCC=CC(CC1)OC(=O)NCCCOCCOCCOCCCNC(=O)CBr |
| InChI | InChI=1S/C21H37BrN2O6/c22-18-20(25)23-10-6-12-27-14-16-29-17-15-28-13-7-11-24-21(26)30-19-8-4-2-1-3-5-9-19/h4,8,19H,1-3,5-7,9-18H2,(H,23,25)(H,24,26)/b8-4+ |
| InChIKey | HBTJXNPPRJQQNV-XBXARRHUSA-N |
Product Specification
| Storage | -20 °C |
Application
Bromoacetamido-PEG3-TCO is a PEG3-linked, bromoacetamide-functionalized trans-cyclooctene (TCO) click chemistry reagent designed for bioorthogonal conjugation workflows. As a TCO-containing partner, it is commonly used in trans-cyclooctene-based click reactions to enable rapid attachment of labels, probes, or payloads to biomolecules and surfaces. The bromoacetamide handle provides an additional reactive group for coupling strategies, while the short PEG spacer supports improved solubility and reduced steric hindrance in labeling and material modification applications.
1. Targeted Probe Conjugation
Bromoacetamido-PEG3-TCO is widely used to prepare trans-cyclooctene-bearing biomolecular probes for downstream click labeling in chemical biology and molecular imaging research. The PEG3 spacer helps maintain accessibility of the TCO group during conjugation to antibodies, affinity ligands, peptides, or engineered proteins, which is valuable when subsequent labeling steps require efficient capture by complementary tetrazine reagents. Researchers frequently incorporate this reagent into workflows where a TCO-functionalized intermediate is generated first, then used to attach fluorophores, affinity tags, or imaging reporters through bioorthogonal ligation. The bromoacetamide functionality also supports practical coupling to nucleophilic residues under standard bioconjugation conditions, enabling robust probe assembly for assay development and imaging reagent screening.
2. Surface and Material Functionalization
Bromoacetamido-PEG3-TCO is employed for functionalizing polymeric and biomaterial surfaces with TCO moieties to create clickable interfaces for probe immobilization and modular material assembly. In materials science and diagnostic reagent development, PEG3-linked TCO groups are used to enable rapid, selective attachment of fluorescent or affinity components via tetrazine-based click chemistry, allowing researchers to build patterned or multi-component surfaces without relying on harsh post-processing. The bromoacetamide handle provides a convenient route for incorporating the reagent onto reactive surface chemistries, while the PEG spacer can improve uniform presentation of reactive sites and reduce nonspecific interactions during subsequent labeling. This approach supports the creation of reusable platforms such as clickable coatings, assay substrates, and research-grade material conjugates for multiplexed detection development.
3. Multivalent Labeling Platforms
Bromoacetamido-PEG3-TCO is well-suited for constructing multivalent labeling platforms where controlled density of TCO groups is needed to drive efficient, high-throughput attachment of multiple reporters in one workflow. The reagent’s TCO functionality enables rapid conjugation to tetrazine partners, and the PEG3 linker supports spacing that can be important for maintaining reactivity and accessibility on densely functionalized constructs. Chemical biology groups use this reagent to generate libraries of TCO-decorated conjugates for studying labeling stoichiometry, optimizing probe architecture, and enabling modular replacement of labels. The bromoacetamide group further supports practical incorporation into conjugation schemes that generate TCO-bearing intermediates for downstream click attachment of dyes, enrichment handles, or analytical tags.
4. Enrichment and Pull-Down Reagents
Bromoacetamido-PEG3-TCO is commonly used to create TCO-enabled enrichment reagents used in pull-down, fractionation, and analytical sample preparation workflows. By introducing TCO groups onto capture materials or targeting scaffolds, researchers can subsequently attach complementary tetrazine-linked affinity components or detection reporters through fast bioorthogonal ligation. The PEG3 spacer helps preserve accessibility of the TCO moiety during immobilization or conjugation, which is particularly important when enrichment performance depends on efficient capture of labeled species after click attachment. The bromoacetamide functionality supports practical coupling strategies for generating clickable enrichment constructs, enabling streamlined preparation of labeled fractions for downstream LC/fluorescence readouts, imaging experiments, or reagent development pipelines.
Computed Properties
| XLogP3 | 2.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 17 |
| Exact Mass | 492.18350 g/mol |
| Monoisotopic Mass | 492.18350 g/mol |
| Topological Polar Surface Area | 95.1Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 478 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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