DBCO-PEG1

 CAS No.: 1839049-33-0  Cat No.: BP-501203  Purity: 98% 4.5  

DBC0-PEG1 is a short DBCO-PEG1-alcohol linker bearing a strained cyclooctyne (DBCO) moiety and a terminal hydroxyl group, designed for copper-free azide–alkyne cycloaddition (SPAAC). Structurally, it consists of a DBCO group connected through a minimal PEG spacer, providing a flexible yet compact distance between the SPAAC handle and a hydroxyl group that can be further activated or derivatized. In PROTAC or targeted degradation workflows, this linker serves as a “click” handle that enables rapid, bioorthogonal attachment of azide-functional ligands or payloads under mild conditions, thereby facilitating modular assembly of ternary-degrader constructs. By minimizing nonspecific interactions while preserving effective proximity for ternary complex formation, DBCO-PEG1 helps researchers generate well-defined conjugates with improved synthetic efficiency and reproducibility. Its PEG-based spacing can also reduce steric hindrance relative to direct coupling, supporting systematic structure–activity studies across linker length and attachment geometry.

DBCO-PEG1

Structure of 1839049-33-0

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Category
PROTAC Linker
Molecular Formula
C₂₁H₂₀N₂O₃
Molecular Weight
348.40

* 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
4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-N-(2-hydroxyethyl)-4-oxobutanamide
Synonyms
DBCO-C2-alcohol
InChI Key
KCIDEKJZCAKKOQ-UHFFFAOYSA-N
InChI
InChI=1S/C21H20N2O3/c24-14-13-22-20(25)11-12-21(26)23-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)23/h1-8,24H,11-15H2,(H,22,25)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCO

This DBCO-PEG1 linker is designed for efficient, bioorthogonal PROTAC assembly via strain-promoted azide–alkyne cycloaddition (SPAAC). Its polyethylene glycol segment provides improved aqueous compatibility and flexible spacing between conjugation handles, supporting productive ternary complex formation. The DBCO functionality enables catalyst-free coupling, facilitating modular synthesis of targeted protein degraders. Detailed structural and reaction considerations are provided below.

Structure: DBCO-PEG1 comprises a dibenzocyclooctyne (DBCO) cyclooctyne core linked to a short polyethylene glycol chain. The molecule contains an alkyne-bearing cyclooctyne suitable for SPAAC, ether linkages within the PEG segment, and aromatic features that stabilize the DBCO scaffold, contributing to favorable solubility and handling.

Reactivity: DBCO-PEG1 reacts with azide-bearing partners through SPAAC, proceeding without copper catalysis. Suitable conditions typically use aqueous or mixed aqueous buffer systems compatible with sensitive ligands, with mild temperature control to preserve binding affinity. The mechanism involves cycloaddition of the strained cyclooctyne to an azide, forming a stable triazole linkage. No additional catalysts are required, though solvent polarity and pH should be optimized for each conjugation step.

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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

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