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N-(Azido-PEG4)-L-Lyisine
| Catalog Number | R14-0135 |
| Category | Azides |
| Molecular Formula | C17H33N5O7 |
| Molecular Weight | 419.5 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
N-(Azido-PEG4)-L-Lysine is a synthetic reagent featuring an azide functional group, which plays a pivotal role in bioorthogonal chemistry through its participation in copper-catalyzed azide–alkyne cycloaddition reactions. The compound integrates a polyethylene glycol (PEG4) linker, enhancing solubility and flexibility, which facilitates efficient conjugation to biomolecules or surfaces. Its lysine backbone supports applications in bioconjugation, enabling the introduction of azide groups into peptides or proteins for subsequent click chemistry modifications.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98 % |
| IUPAC Name | 2-amino-6-[3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoylamino]hexanoic acid |
| SMILES | C(CCNC(=O)CCOCCOCCOCCOCCN=[N+]=[N-])CC(C(=O)O)N |
| InChI | InChI=1S/C17H33N5O7/c18-15(17(24)25)3-1-2-5-20-16(23)4-7-26-9-11-28-13-14-29-12-10-27-8-6-21-22-19/h15H,1-14,18H2,(H,20,23)(H,24,25) |
| InChIKey | SQGPBNIJGROUPH-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
N-(Azido-PEG4)-L-Lyisine is a lysine-based building block bearing an azide handle and a PEG4 spacer, enabling versatile bioorthogonal conjugation chemistry. As an azide-functionalized reagent, it is commonly used in copper-free or copper-catalyzed click reactions to install or attach functional payloads to lysine-containing biomolecules, surfaces, and materials. The PEG4 linker supports improved solubility and spacing for downstream labeling, making this reagent a practical choice for constructing clickable bioconjugates, imaging probes, and functionalized biomaterials.
1. Protein Labeling Strategies
N-(Azido-PEG4)-L-Lyisine is widely used to introduce a defined azide functionality into lysine-rich proteins and protein conjugates, supporting subsequent click-based attachment of dyes, affinity tags, or polymeric moieties. Researchers in chemical biology and proteomics workflows often incorporate this reagent during bioconjugate preparation to generate azide-bearing protein constructs that can be selectively modified with complementary alkyne reagents. The PEG4 spacer helps reduce steric congestion around the reactive site, which is particularly valuable when labeling large proteins, multi-domain enzymes, or protein complexes intended for downstream analytical characterization.
2. Fluorophore And Probe Conjugation
N-(Azido-PEG4)-L-Lyisine serves as a convenient azide-bearing lysine surrogate for preparing fluorescent and functional molecular probes that rely on click chemistry for modular assembly. Probe developers use the azide handle to couple fluorophores, quenchers, enrichment tags, or other reporter groups through orthogonal click partners, enabling rapid exchange of labeling components without redesigning the underlying biomolecule. The PEG4 element contributes to improved dispersion of the conjugate and can help maintain probe responsiveness in labeling workflows where accessibility of the reactive site is critical.
3. Surface And Material Functionalization
N-(Azido-PEG4)-L-Lyisine is applied in biomaterials science and industrial materials R&D to create azide-functional surfaces and coatings that support subsequent click immobilization. By incorporating this lysine-based azide functionality into polymer networks, linker layers, or surface-reactive constructs, teams can pattern or functionalize materials using complementary alkyne-bearing molecules such as affinity ligands, cell-interaction motifs, or signal-generating reporters. The PEG4 spacer is also beneficial for tuning interfacial spacing, which can influence binding accessibility and reduce nonspecific interactions in surface-based assays and material characterization studies.
4. Peptide And Biomolecular Tagging
N-(Azido-PEG4)-L-Lyisine is commonly used to generate clickable peptide conjugates and tagged biomolecules where lysine incorporation provides a convenient anchoring point for azide presentation. Molecular imaging and diagnostic reagent development groups often rely on azide-functional peptide intermediates to build libraries of conjugates with consistent linker geometry and modular payload installation. The reagent’s PEG4 spacer supports flexible presentation of the azide group, which can improve coupling efficiency during downstream click assembly and help preserve the structural and functional integrity of the peptide scaffold in labeling and assay workflows.
Computed Properties
| XLogP3 | -2.7 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 21 |
| Exact Mass | 419.23799841 g/mol |
| Monoisotopic Mass | 419.23799841 g/mol |
| Topological Polar Surface Area | 144Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 475 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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