
Boc-gly-PEG3-endo-BCN | CAS 2110444-63-6
| Catalog Number | R16-0002 |
| Category | BCN Reagents |
| Molecular Formula | C28H47N3O8 |
| Molecular Weight | 553.69 |
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Product Introduction
Boc-gly-PEG3-endo-BCN is a protected ADC linker combining endo-BCN for click reactions and Boc-protected glycine. Ideal for designing site-specific antibody conjugates via strain-promoted cycloadditions.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Bicyclo[6.1.0]non-4-yn-9-ylmethyl tert-butyl (2-oxo-7,10,13-trioxa-3-azahexadecane-1,16-diyl)dicarbamate |
| Purity | ≥95% |
| Shelf Life | -20°C 3 years powder; -80°C 2 years in solvent |
| IUPAC Name | |
| SMILES | CC(C)(C)OC(=O)NCC(=O)NCCCOCCOCCOCCCNC(=O)OCC1C2C1CCC#CCC2 |
| InChI | InChI=1S/C28H47N3O8/c1-28(2,3)39-27(34)31-20-25(32)29-12-8-14-35-16-18-37-19-17-36-15-9-13-30-26(33)38-21-24-22-10-6-4-5-7-11-23(22)24/h22-24H,6-21H2,1-3H3,(H,29,32)(H,30,33)(H,31,34) |
| InChIKey | SPXNLNQWLORDDS-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
Boc-gly-PEG3-endo-BCN is a protected, PEGylated BCN (bicyclononyne) click-chemistry reagent designed for strain-promoted cycloaddition with azide-bearing partners. The endo-BCN architecture supports efficient SPAAC-style conjugation under bioorthogonal conditions, while the Boc-gly-PEG3 spacer improves solubility and provides a flexible distance element for labeling biomolecules and materials. This reagent is commonly used in chemical biology workflows that require site-specific attachment of PEGylated handles to proteins, peptides, and polymeric scaffolds for imaging, tracking, and functional material construction.
1. Protein And Peptide Labeling
Boc-gly-PEG3-endo-BCN is used to install a BCN-bearing PEG handle onto azide-functional proteins and peptides, enabling downstream attachment of fluorescent tags, affinity reagents, or other modular probes. The PEG3 spacer helps reduce steric congestion at the conjugation site, which is particularly valuable when labeling folded proteins or multivalent peptide constructs. In research settings, this reagent supports rapid, catalyst-free click conjugation strategies for building well-defined conjugates for biochemical assays and molecular imaging probe pipelines.
2. Surface And Hydrogel Functionalization
Boc-gly-PEG3-endo-BCN is well suited for functionalizing azide-present surfaces, coatings, and hydrogel matrices with BCN-linked chemical groups that can later be coupled to imaging or sensing components. The PEG3 tether promotes more uniform presentation of reactive handles within hydrated environments, which is important for reproducible surface chemistry in biomaterials development. Teams working on polymer materials, biointerfaces, and scaffold engineering often use this reagent to create modular, click-reactive platforms for iterative labeling and characterization.
3. Molecular Imaging Probe Construction
Boc-gly-PEG3-endo-BCN is frequently incorporated into probe-building workflows where BCN functionality is required to couple azide-tagged imaging moieties or reporter systems. The PEGylated linker supports improved dispersion of conjugates in aqueous media and can help maintain accessibility of the reactive site for efficient coupling to azide-bearing components. Molecular imaging and diagnostic reagent development groups use BCN-based PEG handles like this to streamline assembly of multi-component probe libraries with consistent linker lengths and physicochemical properties.
4. Diagnostic Reagent And Assay Platforms
Boc-gly-PEG3-endo-BCN supports the preparation of azide-to-BCN click-ready assay reagents used in research diagnostics and analytical chemistry workflows. By introducing a PEG3-spaced BCN handle, the reagent enables straightforward conjugation to azide-functional capture elements, reporters, or assay components, facilitating modular reagent design. This approach is commonly adopted in platform development where reproducible conjugation chemistry and flexible interchangeability of assay parts are required for building and optimizing detection assays.
Computed Properties
| XLogP3 | 2.7 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 21 |
| Exact Mass | 553.33631547 g/mol |
| Monoisotopic Mass | 553.33631547 g/mol |
| Topological Polar Surface Area | 133Ų |
| Heavy Atom Count | 39 |
| Formal Charge | 0 |
| Complexity | 799 |
| 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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