
endo-BCN-PEG2-alcohol | CAS 1807501-85-4
| Catalog Number | R16-0012 |
| Category | BCN Reagents |
| Molecular Formula | C₁₇H₂₇NO₅ |
| Molecular Weight | 325.40 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
endo-BCN-PEG2-alcohol is a polyethylene glycol (PEG)-based PROTAC linker. endo-BCN-PEG2-alcohol can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | bicyclo[6.1.0]non-4-yn-9-ylmethyl (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)carbamate; endo-BCN-PEG2-OH; endo-BCN-PEG2-Hydroxy; {bicyclo[6.1.0]non-4-yn-9-yl}methyl N-{2-[2-(2-hydroxyethoxy)ethoxy]ethyl}carbamate; 9-bicyclo[6.1.0]non-4-ynylmethyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]carbamate |
| Purity | 95% |
| IUPAC Name | 9-bicyclo[6.1.0]non-4-ynylmethyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]carbamate |
| SMILES | C1CC2C(C2COC(=O)NCCOCCOCCO)CCC#C1 |
| InChI | InChI=1S/C17H27NO5/c19-8-10-22-12-11-21-9-7-18-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16,19H,3-13H2,(H,18,20) |
| InChIKey | PEXDOIHAKXYTET-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
endo-BCN-PEG2-alcohol is a cyclooctyne-based click chemistry reagent designed for strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functional biomolecules and materials. The endo-BCN scaffold provides rapid, catalyst-free reactivity under aqueous-compatible conditions, while the PEG2-alcohol handle improves solubility and supports conjugation workflows where a hydroxyl-terminated linker is advantageous. This reagent is commonly used in chemical biology and biomaterials research to install or label azide-bearing targets with minimal perturbation, enabling modular probe and material assembly.
1. Live-Cell Imaging Labeling
endo-BCN-PEG2-alcohol is widely used to visualize azide-tagged biomolecules in cellular and imaging workflows where copper-free click chemistry is preferred to avoid metal-associated artifacts. Researchers incorporate azide groups into proteins, glycans, or nucleic-acid analogs and then use endo-BCN-PEG2-alcohol to generate fluorescent or affinity-tagged conjugates suitable for microscopy and imaging readouts. The PEG2-alcohol component supports dispersion in aqueous media and helps maintain probe performance during staining and wash steps, making the reagent a practical choice for iterative labeling experiments and multi-step sample preparation.
2. Biomolecule Conjugation Workflows
endo-BCN-PEG2-alcohol supports modular bioconjugation of azide-bearing biomolecules used in proteomics, chemical proteomics, and affinity reagent development. The reagent’s endo-BCN reactivity enables efficient attachment to azide-functional ligands, peptides, or scaffold proteins, allowing researchers to generate conjugates for downstream assays such as pull-down experiments, binding studies, and analytical characterization. The PEG2-alcohol handle is particularly useful when a hydrophilic linker is needed to improve handling, reduce nonspecific interactions, or provide a convenient functional motif for further derivatization in complex labeling pipelines.
3. Surface and Hydrogel Functionalization
endo-BCN-PEG2-alcohol is employed to functionalize polymer surfaces, coatings, and hydrogels that present azide groups, enabling the creation of SPAAC-linked material architectures. In biomaterials development, azide-functional substrates are reacted with endo-BCN-PEG2-alcohol to immobilize bioactive motifs, imaging handles, or affinity ligands without requiring copper catalysts, which can be incompatible with sensitive materials or processing conditions. The PEG2-alcohol segment contributes to improved wetting and uniform conjugation behavior across aqueous fabrication steps, supporting reproducible material modification for research-grade platforms.
4. Diagnostic Reagent and Assay Design
endo-BCN-PEG2-alcohol is used in the construction of diagnostic and assay reagents where azide-tagged capture molecules, reporters, or nanoparticles are assembled via catalyst-free click chemistry. Assay developers rely on SPAAC to couple endo-BCN-bearing reagents to azide-functional components during probe preparation, enabling consistent conjugation of detection labels, affinity reagents, or signal-generating constructs. The PEG2-alcohol functionality helps maintain reagent solubility during buffer-based workflows and supports scalable coupling strategies for multiplexed assay formats and standardized reagent kits used in research environments.
Computed Properties
| XLogP3 | 1.4 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 11 |
| Exact Mass | 325.18892296 g/mol |
| Monoisotopic Mass | 325.18892296 g/mol |
| Topological Polar Surface Area | 77Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 409 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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