DBCO-PEG1-amine

 CAS No.: 2364591-79-5  Cat No.: 2364591-79-5  Purity: 98% 4.5  

DBCO-PEG1-amine is a bifunctional polyethylene glycol (PEG) linker bearing a dibenzocyclooctyne (DBCO) group and a terminal primary amine. Structurally, it provides a short, flexible PEG spacer that positions the DBCO moiety for efficient strain-promoted azide–alkyne cycloaddition (SPAAC) while simultaneously offering an amine handle for coupling to activated carboxylates, NHS-esters, or other electrophiles. In PROTAC construction, this linker is commonly used to conjugate an azide-bearing component (e.g., a ligand or targeting moiety introduced with an azide tag) to a DBCO-functional partner through bioorthogonal click chemistry, enabling stable, covalent assembly under mild conditions that preserve sensitive binding groups. The PEG spacer can also reduce steric hindrance and improve productive geometry between the two ends of the degraders, supporting reliable synthesis and modular optimization of targeted protein degradation reagents.

DBCO-PEG1-amine

Structure of 2364591-79-5

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PROTAC Linker
Molecular Formula
C23H25N3O3
Molecular Weight
391.46

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

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Purity
98%
Solubility
Water, DMSO, DCM, DMF
Storage
-20 °C
IUPACName
N-[2-(2-aminoethoxy)ethyl]-4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanamide
InChI Key
JLQNOOKKEZKUDW-UHFFFAOYSA-N
InChI
InChI=1S/C23H25N3O3/c24-13-15-29-16-14-25-22(27)11-12-23(28)26-17-20-7-2-1-5-18(20)9-10-19-6-3-4-8-21(19)26/h1-8H,11-17,24H2,(H,25,27)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCN

DBCO-PEG1-amine is a bifunctional PROTAC linker designed to enable efficient conjugation of targeting ligands and supports via orthogonal click chemistry. Its DBCO handle supports rapid strain-promoted azide–alkyne cycloaddition, while the terminal amine provides a practical site for amide coupling or further derivatization. This combination facilitates modular PROTAC assembly, improves synthetic flexibility, and can help streamline workflows for constructing targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: DBCO-PEG1-amine contains a dibenzocyclooctyne (DBCO) cyclooctyne core connected through a short polyethylene glycol spacer to a terminal primary amine. The molecule features aromatic rings, an alkyne-containing cyclooctyne motif, and ether linkages within the PEG segment, supporting aqueous compatibility and controlled linker flexibility.

Reactivity: The DBCO group reacts with azide-functional partners through strain-promoted azide–alkyne cycloaddition, typically proceeding without added copper catalysts. For PROTAC construction, the terminal amine can be used in amide bond formation (for example, with activated carboxylic acids) to attach ligands or scaffolds. Reactions are commonly performed in polar organic or mixed aqueous media under conditions that preserve azide and cyclooctyne integrity, with purification by standard chromatographic or precipitation methods.

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* 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

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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