
Gly-PEG3-endo-BCN | CAS 2354291-37-3
| Catalog Number | R16-0003 |
| Category | BCN Reagents |
| Molecular Formula | C₂₃H₃₉N₃O₆ |
| Molecular Weight | 453.57 |
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Product Introduction
Gly-PEG3-endo-BCN is a polyethylene glycol (PEG)-based PROTAC linker. Gly-PEG3-endo-BCN can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Gly-PEG3-endo-BCN, TFA salt |
| IUPAC Name | [(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[3-[2-[2-[3-[(2-aminoacetyl)amino]propoxy]ethoxy]ethoxy]propyl]carbamate |
| SMILES | C1CC2C(C2COC(=O)NCCCOCCOCCOCCCNC(=O)CN)CCC#C1 |
| InChI | InChI=1S/C23H39N3O6/c24-17-22(27)25-9-5-11-29-13-15-31-16-14-30-12-6-10-26-23(28)32-18-21-19-7-3-1-2-4-8-20(19)21/h19-21H,3-18,24H2,(H,25,27)(H,26,28)/t19-,20+,21? |
| InChIKey | MZZHRBCWKALCAE-WCRBZPEASA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Gly-PEG3-endo-BCN is a PEGylated, glycine-terminated bicyclononyne (BCN) click chemistry reagent designed for strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-bearing partners under copper-free conditions. The endo-BCN functional group provides a compact cyclooctyne handle that is widely used in bioorthogonal labeling workflows, while the PEG3 spacer improves solubility and reduces nonspecific interactions in aqueous environments. This reagent is commonly selected for attaching glycines or PEG linkers to biomolecules, surfaces, and imaging/assay constructs where stable, efficient click conjugation is required.
1. Bioorthogonal Labeling Probes
Gly-PEG3-endo-BCN is used to generate copper-free, azide-reactive labeling reagents for research-grade biomolecule tagging, including labeling of proteins, peptides, and nucleic-acid-binding constructs that have been engineered to carry azide groups. The PEG3 segment supports aqueous handling and helps maintain probe usability in complex buffers, making the reagent suitable for routine conjugation steps in chemical biology and molecular imaging laboratories. Researchers commonly incorporate Gly-PEG3-endo-BCN-derived conjugates into workflows where controlled hydrophilicity and minimal perturbation of binding behavior are important for downstream characterization.
2. Surface And Material Functionalization
Gly-PEG3-endo-BCN is frequently applied in the functionalization of azide-presenting polymer films, hydrogel surfaces, and patterned biomaterials to introduce BCN-bearing linkers for subsequent SPAAC coupling. Because the reagent is PEGylated, it can be advantageous when modifying materials that require improved wetting, reduced aggregation, or more uniform surface presentation of reactive handles. This makes Gly-PEG3-endo-BCN a practical choice for creating clickable coatings and modular material platforms used in assay development, surface-based studies, and advanced materials research.
3. Imaging And Diagnostic Reagent Building
Gly-PEG3-endo-BCN supports the modular assembly of imaging and diagnostic reagent components where azide-functional fluorophores, affinity ligands, or reporter scaffolds are used as coupling partners. The endo-BCN group enables SPAAC conjugation without added copper, which is often preferred for preserving sensitive reporter functionality and simplifying labeling workflows. In molecular imaging and diagnostic reagent development, Gly-PEG3-endo-BCN is commonly used as a linker-bearing BCN reagent to tune solubility and spacing between functional moieties, improving the practicality of constructing multicomponent probe systems.
4. Targeted Bioconjugation Workflows
Gly-PEG3-endo-BCN is used in bioconjugation workflows that require controlled attachment of PEG-based linkers to azide-tagged targeting vectors such as antibody fragments, receptor-binding peptides, or engineered binding domains. The glycine-terminated, PEG3-extended architecture helps provide a flexible conjugation handle that can reduce steric constraints relative to shorter linkers, supporting consistent performance in bench-scale labeling and assay preparation. Chemical biology teams often select Gly-PEG3-endo-BCN when they need a reliable BCN reagent for building multivalent or modular conjugates that can be assembled from azide-functional components in a single, copper-free step.
Computed Properties
| XLogP3 | 1 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 18 |
| Exact Mass | 453.28388597 g/mol |
| Monoisotopic Mass | 453.28388597 g/mol |
| Topological Polar Surface Area | 121Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 599 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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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