
endo-BCN-PEG4-amine | CAS 1898221-77-6
| Catalog Number | R16-0011 |
| Category | BCN Reagents |
| Molecular Formula | C21H36N2O6 |
| Molecular Weight | 412.52 |
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Product Introduction
endo-BCN-PEG4-amine is a click chemistry crosslinker reagent. The BCN groupis very reactive with azide-tagged molecules. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | ((1R,8S)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate |
| Purity | 98% |
| IUPAC Name | [(1S,8R)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | C1CC2C(C2COC(=O)NCCOCCOCCOCCOCCN)CCC#C1 |
| InChI | InChI=1S/C21H36N2O6/c22-7-9-25-11-13-27-15-16-28-14-12-26-10-8-23-21(24)29-17-20-18-5-3-1-2-4-6-19(18)20/h18-20H,3-17,22H2,(H,23,24)/t18-,19+,20? |
| InChIKey | WNEJNBMHXJOIIL-YOFSQIOKSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Endo-BCN-PEG4-amine is a BCN (bicyclononyne) cyclooctyne click handle functionalized with a PEG4 linker and a terminal amine, designed for strain-promoted azide–alkyne cycloaddition (SPAAC) labeling without copper catalysis. Its endo-BCN architecture provides high reactivity toward azides, while the PEG spacer and amine functionality support conjugation into biomolecule, polymer, and surface workflows. This combination makes endo-BCN-PEG4-amine a practical reagent for building azide-reactive labeling reagents, bioconjugates, and imaging or diagnostic research tools where stable, site-compatible attachment is required.
1. Azide-Tagged Biomolecule Labeling
Endo-BCN-PEG4-amine is commonly used to generate azide-reactive bioconjugates for labeling proteins, peptides, and nucleic-acid constructs that have been functionalized with azide groups. The PEG4 spacer helps reduce steric congestion during conjugation and improves compatibility with solution-phase labeling, enabling researchers to attach BCN-bearing moieties to azide-tagged targets under copper-free conditions. The terminal amine further supports downstream coupling strategies, such as linking the resulting conjugate into larger multicomponent assemblies for chemical biology experiments and molecular imaging probe development.
2. Surface And Material Functionalization
Endo-BCN-PEG4-amine is well suited for modifying polymer surfaces, hydrogel materials, and biomaterial interfaces that incorporate azide functional groups. In materials workflows, the PEG4 chain and amine handle facilitate integration into device-relevant chemistries, including attachment to activated surfaces or incorporation into coating formulations prior to SPAAC-based grafting. By using endo-BCN-PEG4-amine as a BCN-bearing linker, teams can create stable, covalently anchored azide-to-BCN connections that are valuable for constructing functional materials libraries, affinity surfaces, and reagent platforms used in analytical and research instrumentation.
3. Multivalent Probe And Platform Building
Endo-BCN-PEG4-amine supports the assembly of multivalent chemical probes and modular reagent platforms where controlled spacing and reactive handles are important. The PEG4 linker provides a flexible distance element that can help preserve binding or recognition features of a larger probe after conjugation, while the amine enables further derivatization into reporter-bearing constructs, enrichment tags, or secondary conjugation points. This makes endo-BCN-PEG4-amine a frequent choice for building libraries of azide-reactive components used in assay development, molecular imaging reagent optimization, and chemical biology toolkits that rely on orthogonal, copper-free click coupling.
4. PEG-Linker Conjugate Synthesis
Endo-BCN-PEG4-amine is used as a PEG-amine click reagent to introduce a BCN functionality into conjugates that require both a reactive click handle and a versatile terminal group for subsequent chemistry. Researchers often incorporate it into workflows that start with azide-functional partners and then extend the resulting conjugates through amide coupling, carbamate formation, or other amine-compatible coupling steps to generate structured conjugates with defined linker architecture. The PEG4 length is particularly useful when downstream applications benefit from improved solubility, reduced nonspecific interactions, and better accessibility of functional groups in complex probe or reagent designs.
Computed Properties
| XLogP3 | 0.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 17 |
| Exact Mass | 412.25733687 g/mol |
| Monoisotopic Mass | 412.25733687 g/mol |
| Topological Polar Surface Area | 101Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 500 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2017304460-A1 | Method of conjugating a polypeptide | 2014-10-01 |
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