
DBCO-PEG6-NHS ester
| Catalog Number | R01-0428 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C38H47N3O12 |
| Molecular Weight | 737.8 |
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Product Introduction
DBCO-PEG6-NHS ester features a dibenzocyclooctyne (DBCO) moiety, a polyethylene glycol (PEG) spacer with six ethylene glycol units, and an N-hydroxysuccinimide (NHS) ester. This reagent participates in strain-promoted azide-alkyne cycloaddition reactions, enabling copper-free click chemistry applications for bioconjugation and surface modifications. The NHS ester functionality allows for the efficient conjugation to primary amines, facilitating the attachment of the DBCO-PEG6 moiety to proteins, peptides, or other biomolecules in a bioorthogonal manner.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[[4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42 |
| InChI | InChI=1S/C38H47N3O12/c42-34(11-12-35(43)40-29-32-7-2-1-5-30(32)9-10-31-6-3-4-8-33(31)40)39-16-18-48-20-22-50-24-26-52-28-27-51-25-23-49-21-19-47-17-15-38(46)53-41-36(44)13-14-37(41)45/h1-8H,11-29H2,(H,39,42) |
| InChIKey | NAVVOIUTVMJKRT-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
DBCO-PEG6-NHS ester is a cyclooctyne (DBCO)-functionalized, PEGylated N-hydroxysuccinimide (NHS) ester designed for strain-promoted azide–alkyne cycloaddition (SPAAC) workflows in bioconjugation. The PEG spacer improves aqueous solubility and helps reduce steric constraints during labeling, while the NHS ester enables efficient coupling to primary amines on proteins, peptides, and other amine-bearing biomolecules. This reagent is widely used to prepare azide-reactive conjugates and modular imaging or materials platforms where a stable DBCO handle is required for subsequent click attachment.
1. Protein Labeling Workflows
DBCO-PEG6-NHS ester is commonly used to introduce a DBCO click handle onto proteins and antibody fragments via NHS ester reactivity with lysine side-chain amines and N-terminal amines. Researchers and assay developers use the resulting DBCO-functional biomolecules to create well-defined conjugates for downstream SPAAC labeling with azide-bearing dyes, affinity tags, or biomolecule partners. The PEG6 linker helps maintain conjugate solubility and can improve labeling uniformity in aqueous buffers, supporting workflows such as fluorescent tracking, reagent assembly for binding assays, and preparation of multivalent constructs.
2. Targeting Ligand Conjugation
DBCO-PEG6-NHS ester is frequently selected for attaching DBCO to targeting ligands such as peptides, receptor-binding domains, and other amine-rich recognition elements used in molecular imaging and diagnostic reagent development. By installing the DBCO handle through NHS coupling, teams can later connect these ligands to azide-functional payloads, including imaging reporters, capture moieties, or scaffold components, using SPAAC under catalyst-free conditions. The PEG spacer is particularly useful when conjugates must remain dispersible and when steric accessibility of the DBCO group is important for efficient click coupling to azide partners.
3. Surface and Material Functionalization
DBCO-PEG6-NHS ester is used to functionalize amine-containing surfaces and biomaterials, enabling immobilization of DBCO groups onto polymer films, hydrogel networks, and other PEG- or amine-derivatized substrates. In molecular imaging and diagnostic reagent manufacturing, this approach supports the fabrication of clickable interfaces where azide-tagged probes can be attached in a controlled manner after surface preparation. The NHS ester chemistry provides a practical route to covalently anchor DBCO-PEG6 to materials bearing primary amines, while the PEG spacer helps preserve accessibility of the cyclooctyne for subsequent SPAAC reactions.
4. Multimodal Probe Assembly
DBCO-PEG6-NHS ester is a versatile intermediate for assembling modular, multimodal research probes by coupling DBCO onto one component and then clicking to azide-bearing reporters or functional building blocks. Molecular imaging groups and chemical biology laboratories often use this strategy to combine targeting elements with fluorescent, affinity, or other functional azide payloads while maintaining a stable conjugation handle for iterative probe construction. The PEG6 length supports flexible presentation of the DBCO moiety, which can be advantageous when building larger constructs such as probe cocktails, scaffolded affinity reagents, or multivalent labeling tools for platform development.
Computed Properties
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 26 |
| Exact Mass | 737.31597394 g/mol |
| Monoisotopic Mass | 737.31597394 g/mol |
| Topological Polar Surface Area | 169Ų |
| Heavy Atom Count | 53 |
| Formal Charge | 0 |
| Complexity | 1220 |
| 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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