DBCO-PEG1-acid

 CAS No.: 2228857-38-1  Cat No.: BP-500589  Purity: 98% 4.5  

DBCO-PEG1-acid is a short heterobifunctional DBCO linker. Structurally, it contains a dibenzocyclooctyne group connected through an amide-containing minimal PEG1 spacer to a terminal propionic acid. The DBCO group undergoes copper-free SPAAC with azide-bearing partners, while the carboxylic acid can be activated for amide formation with an amine-bearing ligand or for ester formation with an alcohol. In PROTAC and related targeted protein degradation research, the reagent enables conventional acid-based attachment followed by catalyst-free click conjugation with limited added spacer length. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

DBCO-PEG1-acid

Structure of 2228857-38-1

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Category
PROTAC Linker
Molecular Formula
C₂₄H₂₄N₂O₅
Molecular Weight
420.46

* 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-[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]propanoic acid
Synonyms
3-[2-(4-{2-azatricyclo[10.4.0.0,hexadeca-1(12),4(9),5,7,13,15-hexaen-10-yn-2-yl}-4-oxobutanamido)ethoxy]propanoic acid
InChI Key
WQWOQNUZPXTECB-UHFFFAOYSA-N
InChI
InChI=1S/C24H24N2O5/c27-22(25-14-16-31-15-13-24(29)30)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,11-17H2,(H,25,27)(H,29,30)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCC(=O)O

DBCO-PEG1-acid is a bifunctional polyethylene glycol linker designed for efficient conjugation in targeted protein degradation workflows. Its DBCO handle enables rapid, bioorthogonal coupling to azide-bearing partners, while the PEG spacer supports productive linker flexibility and reduced steric interference. This makes it well suited for assembling PROTACs and related degraders where controlled, high-yield attachment of targeting ligands and warheads is required. Detailed structural and reactivity considerations are provided below.

Structure: DBCO-PEG1-acid combines a DBCO cyclooctyne moiety with a short PEG segment terminated by a carboxylic acid. The linker contains ether linkages within the PEG chain, an acid functional group for acyl activation, and a strained alkyne suitable for selective azide capture. Overall, it offers a hydrophilic, flexible scaffold.

Reactivity: The DBCO group reacts with organic azides via strain-promoted azide–alkyne cycloaddition, typically proceeding without added catalysts under mild conditions. The terminal carboxylic acid can be converted to activated intermediates (for example, using standard carboxyl activation chemistries) to enable amide or ester bond formation with complementary nucleophiles on PROTAC components. Common coupling media are polar organic solvents or buffered aqueous systems compatible with azide–DBCO chemistry.

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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
g

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