DBCO-NH-PEG4-amine

 CAS No.: 1255942-08-5  Cat No.: BP-501269  Purity: ≥95% 4.5  

DBC0-NH-PEG4-amine is a bifunctional, PEG-based linker featuring a dibenzocyclooctyne (DBCO) group for strain-promoted azide–alkyne cycloaddition (SPAAC) and a terminal primary amine for covalent coupling to amine-reactive or activated carboxyl/activated ester chemistries. The PEG4 spacer provides a flexible, hydrophilic chain that helps reduce steric hindrance and improves the accessibility of the reactive handles, enabling efficient conjugation under copper-free conditions that are commonly preferred for sensitive biological systems. In PROTAC and targeted protein degradation workflows, this linker can be used to attach one PROTAC module (e.g., an E3 ligase ligand or a targeting moiety) to an azide-functional partner, forming a stable triazole linkage via SPAAC, while the amine handle supports alternative attachment strategies such as amide bond formation. Its modular reactivity and biocompatible conjugation profile make it valuable for assembling degraders, optimizing linker length/geometry, and generating structure–activity relationship libraries.

DBCO-NH-PEG4-amine

Structure of 1255942-08-5

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Category
PROTAC Linker
Molecular Formula
C29H37N3O6
Molecular Weight
523.62
Appearance
Light yellow oil

* For research and manufacturing use only. Not for human or clinical use.

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Purity
≥95%
Solubility
10 mm in DMSO
Appearance
Light yellow oil
Application
Applicated in medical research, drug-release, nanotechnology and new materials research, cell culture. In the study of ligand, polypeptide synthesis support, a graft polymer compounds, new materials, and polyethylene glycol-modified functional coatings and other aspects of the active compound.
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at -5°C,keep in dry and avoid sunlight.
Shipping
Room temperature, or blue ice upon request.
IUPACName
3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]-N-[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]propanamide
Synonyms
DBCO-PEG4-NH2;DBCO-NHCO-PEG4-amine TFA salt;DBCO-PEG4-amine;Azadibenzocyclooctyne-PEG4 amine; DBCO-PEG4 amine
Boiling Point
784.1±60.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
KTIOBJVNCOFWCL-UHFFFAOYSA-N
InChI
InChI=1S/C29H37N3O6/c30-13-16-36-18-20-38-22-21-37-19-17-35-15-12-28(33)31-14-11-29(34)32-23-26-7-2-1-5-24(26)9-10-25-6-3-4-8-27(25)32/h1-8H,11-23,30H2,(H,31,33)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCNC(=O)CCOCCOCCOCCOCCN

This DBCO-NH-PEG4-amine linker is designed for modular construction of PROTACs and related targeted protein degradation conjugates by enabling efficient, chemoselective attachment to biomolecules. Its DBCO handle supports rapid strain-promoted azide–alkyne cycloaddition, while the PEG-based chain provides solubility and conformational flexibility that can improve conjugation performance and linker presentation. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a dibenzocyclooctyne (DBCO) moiety connected through an amide to a polyethylene glycol (PEG) segment terminating in a primary amine. It features an alkynyl cyclooctyne for SPAAC and amide and ether linkages that confer hydrophilicity, flexibility, and stable covalent connectivity for PROTAC assembly.

Reactivity: The DBCO group reacts with azide-functional partners via strain-promoted azide–alkyne cycloaddition under catalyst-free conditions, typically in aqueous-compatible buffers. The terminal amine enables standard amide- or urea-forming coupling strategies with activated carboxylic acids or isocyanates, allowing installation of the linker into PROTAC architectures. Use of mild, non-nucleophilic conditions helps preserve azide/alkyne reactivity and minimize side reactions.

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L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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