DBCO-C3-PEG4-amine

 Cat No.: BP-501962  Purity: 98% 4.5  

DBCO-C3-PEG4-amine is a heterobifunctional, click-reactive PROTAC linker featuring a dibenzocyclooctyne (DBCO) moiety linked through a short propyl (C3) spacer to a tetraethylene glycol–type PEG4 chain terminating in a primary amine. The PEG segment provides aqueous solubility and conformational flexibility, while the C3 spacer helps spatially separate the reactive ends to improve coupling efficiency. In PROTAC workflows, the DBCO group enables strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functional ligands or intermediate conjugates, allowing rapid, catalyst-free assembly under mild conditions. The terminal amine can be used for further derivatization, such as coupling to activated carboxyl groups on targeting ligands, or for attaching the linker to other PROTAC components via standard amide-forming chemistries. This reagent is valuable for constructing modular targeted protein degradation conjugates with controlled linker length and improved handling, supporting systematic structure–activity studies and efficient synthesis of multi-component degraders.

DBCO-C3-PEG4-amine

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Category
PROTAC Linker
Molecular Formula
C₃₃H₄₃N₃O₈
Molecular Weight
609.71

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

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Purity
98%
Solubility
DMSO, DCM, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[[4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoyl]amino]propyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate
InChI Key
LUQYPCXYQQOMEO-UHFFFAOYSA-N
InChI
InChI=1S/C33H43N3O8/c34-15-19-41-21-23-43-25-24-42-22-20-40-18-14-33(39)44-17-5-16-35-31(37)12-13-32(38)36-26-29-8-2-1-6-27(29)10-11-28-7-3-4-9-30(28)36/h1-4,6-9H,5,12-26,34H2,(H,35,37)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCCOC(=O)CCOCCOCCOCCOCCN

DBC0-C3-PEG4-amine is a bifunctional PROTAC linker designed to enable efficient conjugation of targeting ligands and subsequent assembly into degraders via bioorthogonal click chemistry. Its PEG-based spacer improves solubility and conformational flexibility, often supporting productive ternary complex formation. The DBCO handle provides a highly selective reaction partner for azide-bearing components, facilitating modular PROTAC construction. The detailed Structure and Reactivity parameters are provided below.

Structure: The linker contains a DBCO cyclooctyne moiety connected through a short carbon spacer to a PEG-derived oligoether chain terminating in a primary amine. Ether linkages impart hydrophilicity and flexibility, while the DBCO provides a strained alkene for rapid cycloaddition. The terminal amine enables further derivatization.

Reactivity: DBCO-C3-PEG4-amine is commonly used in strain-promoted azide–alkyne cycloaddition with azide-functionalized ligands under mild, aqueous-compatible conditions. The reaction proceeds via a concerted cycloaddition mechanism without added catalysts, preserving sensitive functional groups. For PROTAC synthesis, the amine can be coupled to carboxyl-activated partners using standard amide-forming chemistries, typically in buffered organic/aqueous solvent systems with appropriate coupling reagents.

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Desired concentration: *

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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