
BrCH2CONH-PEG5-N3 | CAS 1415800-37-1
| Catalog Number | R14-0177 |
| Category | Azides |
| Molecular Formula | C14H27BrN4O6 |
| Molecular Weight | 427.29 |
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Product Introduction
BrCH2CONH-PEG5-N3 is a crosslinking reagent with 5 PEG units. The azide group enables Click Chemistry. Bromoacetamido is a very reactive group for nucleophilic substitution. The hydrophilic PEG spacer increases solubility in aqueous media.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Bromoacetamido-PEG5-azide; Bromoacetamido-PEG5-N3; Bromo-Amido-PEG5-Azide; N-(17-azido-3,6,9,12,15-pentaoxaheptadecyl)-2-bromoacetamide; Acetamide, N-(17-azido-3,6,9,12,15-pentaoxaheptadec-1-yl)-2-bromo- |
| Purity | ≥95% |
| IUPAC Name | N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-2-bromoacetamide |
| SMILES | C(COCCOCCOCCOCCOCCN=[N+]=[N-])NC(=O)CBr |
| InChI | InChI=1S/C14H27BrN4O6/c15-13-14(20)17-1-3-21-5-7-23-9-11-25-12-10-24-8-6-22-4-2-18-19-16/h1-13H2,(H,17,20) |
| InChIKey | VSMFHNNLUORRKS-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO |
| Appearance | Pale Yellow or Colorless Oily Matter |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
BrCH2CONH-PEG5-N3 is a PEG-based azide functionalization reagent designed for copper-free and copper-catalyzed click chemistry workflows. It combines a terminal azide (N3) for bioorthogonal conjugation with a PEG spacer that improves solubility and reduces nonspecific interactions during labeling and surface modification. The bromoacetamide-containing linker motif supports stable attachment to amine-bearing targets, making this reagent a practical intermediate for preparing clickable PEG conjugates used in chemical biology, biomaterials research, and molecular imaging tool development.
1. Protein And Peptide Labeling
BrCH2CONH-PEG5-N3 is commonly used to install an azide handle on biomolecules such as proteins and peptides, enabling subsequent conjugation to cyclooctyne or strained-alkyne partners for rapid assembly of imaging probes, affinity reagents, and functionalized biomaterials. The PEG5 spacer helps maintain colloidal stability and accessibility of the azide group, which is particularly valuable when labeling complex protein mixtures or when the conjugate must remain soluble under assay-relevant buffer conditions. Researchers frequently choose this reagent for workflows that require a robust, click-ready PEG linker to support downstream probe modularity.
2. Surface and Material Functionalization
BrCH2CONH-PEG5-N3 supports azide introduction onto polymeric and biomaterial surfaces where PEG-mediated spacing can improve ligand presentation and reduce steric crowding. In research settings, it is used to prepare clickable coatings and scaffold materials that can be patterned or uniformly functionalized prior to coupling with complementary alkyne-bearing molecules, including fluorescent tags, affinity ligands, or bioactive motifs used as research tools. The reagent’s linker design makes it suitable for generating stable, surface-associated PEG-azide architectures that are compatible with iterative labeling and multistep material assembly.
3. Bioconjugation For Imaging Probes
BrCH2CONH-PEG5-N3 is widely adopted in molecular imaging reagent development to generate azide-functional PEG conjugates that can be coupled to alkyne-containing fluorophores, radiolabeling chelators, or other reporter modules. The PEG5 length is often selected to balance solubility and probe accessibility, helping maintain consistent labeling behavior across different reporter payloads. Chemical biology teams use this reagent to create standardized click handles that streamline the production of probe libraries, enabling rapid swapping of reporter components while keeping the core conjugation chemistry consistent.
4. Diagnostics Reagent Platforms
BrCH2CONH-PEG5-N3 is used to build modular diagnostic reagent platforms that rely on azide–alkyne click coupling to attach detection elements to capture scaffolds. The PEG spacer supports conjugate stability and helps mitigate nonspecific adsorption in assay buffers, which is important when preparing reagent components for sensitive binding assays and multiplexing strategies. By providing a defined azide functionality for downstream coupling, the reagent fits workflows where consistent reagent architecture and scalable conjugation steps are needed for developing research-grade detection formats.
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