
Azido-PEG9-NHS ester
| Catalog Number | R14-0315 |
| Category | Azides |
| Molecular Formula | C25H44N4O13 |
| Molecular Weight | 608.64 |
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Product Introduction
Azido-PEG9-NHS ester is a PEG derivative containing an azide group and an NHS ester. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, and DBCO via Click Chemistry to yield a stable triazole linkage. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Related CAS | 1108750-59-9 (polymer) |
| Synonyms | Azido-PEG9-CH2CO2-NHS; N3-PEG9-C2-NHS ester; N3-PEG9-CH2CH2COONHS Ester; 1-[(1-Azido-30-oxo-3,6,9,12,15,18,21,24,27-nonaoxatriacontan-30-yl)oxy]-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[(30-azido-1-oxo-4,7,10,13,16,19,22,25,28-nonaoxatriacont-1-yl)oxy]- |
| Purity | ≥95% |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C25H44N4O13/c26-28-27-4-6-34-8-10-36-12-14-38-16-18-40-20-22-41-21-19-39-17-15-37-13-11-35-9-7-33-5-3-25(32)42-29-23(30)1-2-24(29)31/h1-22H2 |
| InChIKey | ZERVDAHZJLPSDT-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Appearance | Pale Yellow or Colorless Oily Matter |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
Azido-PEG9-NHS ester is a polyethylene glycol (PEG)-based NHS ester click reagent that combines an azide handle with an activated N-hydroxysuccinimide ester for efficient conjugation to primary amines. As a bifunctional reagent, it is commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition workflows, where the azide enables downstream “click” attachment of labels, probes, or functional payloads. The PEG spacer improves aqueous compatibility and helps reduce steric constraints during biomolecule labeling and subsequent conjugation steps, making it a practical building block for molecular imaging and materials functionalization.
1. Amine Functional Labeling
Azido-PEG9-NHS ester is widely used to install an azide-functional PEG linker onto proteins, peptides, antibodies, and other amine-containing biomolecules via NHS-ester chemistry. By introducing a flexible PEG spacer, researchers can create azide-bearing bioconjugates that are compatible with downstream click reactions to attach fluorophores, affinity tags, or imaging moieties. This reagent is particularly useful when maintaining colloidal stability and minimizing steric interference are important for preserving binding behavior in assay and imaging workflows.
2. Molecular Imaging Probe Building
Azido-PEG9-NHS ester serves as a key intermediate for constructing azide-functional imaging probes, including fluorescent and luminescent conjugates, where the azide group provides a reliable handle for subsequent click coupling. After amine labeling of the targeting scaffold or carrier molecule, the resulting azide conjugate can be reacted with complementary alkyne-containing reporters to generate probe sets with controlled spacing and improved solubility. The PEG9 linker is commonly selected to support robust labeling while reducing nonspecific interactions in complex biological buffers used for probe development.
3. Surface and Material Functionalization
Azido-PEG9-NHS ester is used in biomaterials and surface chemistry to introduce azide functionality onto polymer surfaces, hydrogel matrices, and other substrates that present accessible primary amines. The NHS ester enables covalent attachment under standard conjugation conditions, while the PEG spacer helps maintain accessibility of the azide for later click immobilization steps. This approach supports fabrication of azide-functional materials that can be patterned or further decorated with alkyne-bearing ligands, dyes, or bioactive motifs for research-grade platform development.
4. Multivalent Bioconjugate Assembly
Azido-PEG9-NHS ester is frequently employed to generate multivalent conjugates where controlled installation of azide groups enables iterative or modular assembly of complex constructs. By first conjugating the PEG-azide linker to an amine-rich scaffold, teams can subsequently perform click coupling to add multiple functional components such as detection handles, purification tags, or orthogonal reactive groups. The PEG9 length helps accommodate bulky payloads and supports efficient coupling in workflows that require consistent conjugation geometry for reproducible reagent performance in analytical and screening contexts.
Computed Properties
| XLogP3 | -1.3 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 15 |
| Rotatable Bond Count | 32 |
| Exact Mass | 608.29048747 g/mol |
| Monoisotopic Mass | 608.29048747 g/mol |
| Topological Polar Surface Area | 161Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 740 |
| 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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