DBCO-PEG5-acid

 CAS No.: 2764923-65-9  Cat No.: BP-502139 4.5  

DBCO-PEG5-acid is a bifunctional, PEG-based linker bearing a cyclooctyne (DBCO) for strain-promoted azide–alkyne cycloaddition (SPAAC) and a terminal carboxylic acid for covalent attachment to PROTAC-related building blocks. The PEG5 spacer provides a flexible, hydrophilic chain that helps minimize steric interference and improves the effective encounter between the DBCO handle and an azide-functional partner, enabling efficient, catalyst-free conjugation under mild aqueous conditions. In PROTAC design, this linker can be used to connect a DBCO-bearing ligand (e.g., a target binder or E3 ligase ligand) to an azide-functional counterpart, thereby positioning the two recognition domains in a controlled geometry that supports productive ternary complex formation. Its value for targeted protein degradation research lies in modular assembly, reliable SPAAC coupling, and the use of a defined PEG spacer to tune linker length and reduce nonspecific interactions during synthesis and subsequent biochemical evaluation.

DBCO-PEG5-acid

Structure of 2764923-65-9

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PROTAC Linker
Molecular Formula
C32H40N2O9
Molecular Weight
596.67

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

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Solubility
Soluble in DMSO, DCM, DMF
IUPACName
3-[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]propanoic acid
Synonyms
DBCO-PEG5-CH2CH2COOH
InChI Key
HRYBOOFLPHWZPO-UHFFFAOYSA-N
InChI
InChI=1S/C32H40N2O9/c35-30(33-14-16-40-18-20-42-22-24-43-23-21-41-19-17-39-15-13-32(37)38)11-12-31(36)34-25-28-7-2-1-5-26(28)9-10-27-6-3-4-8-29(27)34/h1-8H,11-25H2,(H,33,35)(H,37,38)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCC(=O)O

DBCO-PEG5-acid is a bifunctional, PEG-based linker designed to support modular PROTAC assembly by coupling a strained cyclooctyne handle to carboxyl-terminated biomolecule conjugates. Its flexible polyethylene glycol spacer helps tune effective reach and reduces steric congestion at the ligation site, improving the practicality of constructing well-defined targeted protein degraders. The points below describe its structure and the reactivity considerations relevant for PROTAC synthesis.

Structure: DBCO-PEG5-acid contains a dibenzocyclooctyne (DBCO) moiety connected through a polyethylene glycol spacer terminating in a carboxylic acid. The scaffold features an alkyne-containing cyclooctyne ring, ether linkages within the PEG chain, and an acid functional group suitable for amide or ester formation.

Reactivity: The DBCO group undergoes strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-bearing partners under copper-free conditions, typically in polar organic or mixed aqueous solvents compatible with biomolecules. The terminal carboxylic acid can be activated for coupling (for example, via standard carboxyl activation chemistries) to form amide or related linkages, enabling attachment to ligands used in PROTAC architectures.

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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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