
PC Azido-PEG11-NHS carbonate ester | CAS 2353409-91-1
| Catalog Number | R14-0110 |
| Category | Azides |
| Molecular Formula | C42H68N6O21 |
| Molecular Weight | 993.0 |
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Product Introduction
PC Azido-PEG11-NHS carbonate ester is a photocleavable linker. It can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. Azide nable click chemistry with alkyne or DBCO, BCN reagents.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | 1-[4-[4-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-4-oxobutoxy]-5-methoxy-2-nitrophenyl]ethyl (2,5-dioxopyrrolidin-1-yl) carbonate |
| SMILES | CC(C1=CC(=C(C=C1[N+](=O)[O-])OCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])OC)OC(=O)ON2C(=O)CCC2=O |
| InChI | InChI=1S/C42H68N6O21/c1-34(68-42(52)69-47-40(50)5-6-41(47)51)35-32-37(55-2)38(33-36(35)48(53)54)67-9-3-4-39(49)44-7-10-56-12-14-58-16-18-60-20-22-62-24-26-64-28-30-66-31-29-65-27-25-63-23-21-61-19-17-59-15-13-57-11-8-45-46-43/h32-34H,3-31H2,1-2H3,(H,44,49) |
| InChIKey | HPWNHKFTJAJEBJ-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
PC Azido-PEG11-NHS carbonate ester is an azide-functionalized, long-chain PEG-based NHS carbonate ester designed for modular bioconjugation workflows. As a click chemistry reagent, its terminal azide enables copper-free or copper-assisted azide–alkyne cycloaddition to install functional payloads onto biomolecules, surfaces, or polymeric constructs. The PEG11 spacer improves aqueous compatibility and spacing between the conjugation handle and the click-reactive group, while the NHS carbonate ester provides a reactive platform for coupling to primary amines commonly found on proteins and peptides. This combination supports downstream labeling, probe assembly, and material functionalization in chemical biology and molecular imaging research settings.
1. Protein Labeling Workflows
PC Azido-PEG11-NHS carbonate ester is widely used to introduce a stable azide handle onto amine-containing biomolecules such as antibodies, antibody fragments, enzymes, and targeting peptides. Researchers favor this format when they want a controlled conjugation site via NHS carbonate chemistry while preserving a long, hydrophilic PEG spacer that reduces steric congestion during subsequent click labeling. The resulting azide-modified proteins are then readily combined with complementary alkyne-functional dyes, affinity tags, or imaging moieties to generate well-defined probe sets for analytical studies and assay development.
2. Surface And Material Functionalization
PC Azido-PEG11-NHS carbonate ester supports azide installation on amine-bearing surfaces and biomaterials, enabling spatially organized functional layers for research-grade materials. Common use cases include functionalizing polymer scaffolds, hydrogel matrices, and coated substrates where NHS carbonate reactivity provides a convenient route to tether the PEG-azide to the material interface. After surface modification, the azide group becomes a versatile click handle for attaching fluorescent reporters, recognition ligands, or other functional components under conditions compatible with sensitive materials and complex experimental setups.
3. Multivalent Probe Assembly
PC Azido-PEG11-NHS carbonate ester is frequently selected for building multivalent chemical probes where modularity and controlled spacing are critical. By first conjugating the NHS carbonate to an amine-rich targeting component (such as a protein scaffold or peptide carrier), the reagent creates a convenient azide-bearing intermediate that can be diversified through click coupling to multiple payloads. This approach is particularly useful for generating libraries of conjugates with different fluorophores, affinity groups, or reporter elements while maintaining a consistent PEG11 separation that helps preserve accessibility of the installed ligands.
4. Linker For Imaging Reagents
PC Azido-PEG11-NHS carbonate ester is used as a linker reagent to prepare azide-functional conjugates for molecular imaging and detection tool development. The PEG11 spacer and azide functionality make it suitable for attaching imaging reporters to biomolecular carriers through click chemistry, allowing researchers to swap payloads without re-optimizing the initial carrier conjugation step. In typical workflows, amine-reactive installation of the azide handle is followed by coupling to alkyne-bearing imaging reagents, supporting flexible probe generation for microscopy, flow-based readouts, and other labeling-centric experimental applications.
Computed Properties
| XLogP3 | 0.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 23 |
| Rotatable Bond Count | 47 |
| Exact Mass | 992.44375320 g/mol |
| Monoisotopic Mass | 992.44375320 g/mol |
| Topological Polar Surface Area | 282Ų |
| Heavy Atom Count | 69 |
| Formal Charge | 0 |
| Complexity | 1410 |
| 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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