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N-(Azido-PEG4)-N-bis(BocNH-PEG4)
| Catalog Number | R14-0047 |
| Category | Azides |
| Molecular Formula | C40H80N6O16 |
| Molecular Weight | 901.1 |
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Product Introduction
N-(Azido-PEG4)-N-bis(BocNH-PEG4) is a branched PEG linker with a terminal azide group and two Boc protected amine. The azide group enables PEGylation via Click Chemistry. Two Boc groups can be deprotected under acidic conditions.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethyl-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCN(CCOCCOCCOCCOCCNC(=O)OC(C)(C)C)CCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C40H80N6O16/c1-39(2,3)61-37(47)42-7-13-49-19-25-55-31-34-58-28-22-52-16-10-46(12-18-54-24-30-60-36-33-57-27-21-51-15-9-44-45-41)11-17-53-23-29-59-35-32-56-26-20-50-14-8-43-38(48)62-40(4,5)6/h7-36H2,1-6H3,(H,42,47)(H,43,48) |
| InChIKey | KYGIDDMBGJPIFD-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
N-(Azido-PEG4)-N-bis(BocNH-PEG4) is a PEG-based azide-containing click chemistry building block designed for bioorthogonal conjugation workflows. The molecule combines an azide handle with protected amine functionalities through BocNH-PEG4 units, providing a flexible, water-compatible scaffold for downstream coupling and surface or biomolecule labeling. Its prominence in research settings stems from the widespread use of azide groups in copper-free or copper-mediated azide–alkyne cycloaddition strategies for assembling conjugates, probes, and functional biomaterials with controlled PEG spacing.
1. Biomolecule PEGylation
N-(Azido-PEG4)-N-bis(BocNH-PEG4) is used as a PEG spacer and azide-bearing linker for constructing PEGylated biomolecule derivatives prior to click conjugation. Researchers commonly incorporate this reagent when they need improved solubility, reduced nonspecific interactions, and tunable linker length between a targeting or recognition element and a fluorescent tag, affinity handle, or carrier. The Boc-protected amine components are particularly useful for preparing multidentate or sequentially functionalized conjugates, enabling orthogonal development of amine-reactive or further derivatization steps before or after azide-based assembly.
2. Fluorescent Probe Conjugation
N-(Azido-PEG4)-N-bis(BocNH-PEG4) supports the preparation of fluorescent and imaging-related probes by providing an azide functional group for robust attachment to alkyne-functional dyes, imaging reporters, or polymer-bound fluorophores. In molecular imaging and chemical biology laboratories, the PEG architecture helps maintain probe dispersibility and can mitigate aggregation effects that otherwise complicate optical readouts. The reagent’s design also aligns with modular probe development pipelines, where an azide-bearing intermediate is generated once and then diversified through standardized click coupling to different alkyne partners.
3. Surface and Particle Functionalization
N-(Azido-PEG4)-N-bis(BocNH-PEG4) is applied in the functionalization of surfaces, nanoparticles, and polymeric particles where azide groups serve as stable handles for subsequent click attachment. Materials scientists use this reagent to introduce PEG-mediated spacing that can improve accessibility of attached ligands and reduce steric crowding on high-curvature substrates. The presence of protected amine sites allows additional material chemistry to be planned in parallel, such as creating bifunctional linkers for coatings, building multilayer assemblies, or enabling controlled post-processing routes that integrate azide-based coupling with other surface-reactive steps.
4. Multivalent Targeting Constructs
N-(Azido-PEG4)-N-bis(BocNH-PEG4) is frequently selected for building multivalent molecular constructs that require precise control over linker geometry and flexible spacing between binding units. Chemical biology groups leverage the azide functionality to connect this PEG scaffold to alkyne-bearing ligands, enabling the generation of higher-avidity probe formats, affinity reagents, or assay components with improved presentation of functional groups. The BocNH-PEG4 segments provide additional design flexibility for creating conjugates that incorporate multiple reactive sites or staged functionalization strategies, supporting scalable workflows in probe and reagent development.
Computed Properties
| XLogP3 | 0.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 19 |
| Rotatable Bond Count | 49 |
| Exact Mass | 900.56308049 g/mol |
| Monoisotopic Mass | 900.56308049 g/mol |
| Topological Polar Surface Area | 205Ų |
| Heavy Atom Count | 62 |
| Formal Charge | 0 |
| Complexity | 1010 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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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