DBCO-PEG2-amine

 CAS No.: 2250216-96-5  Cat No.: BP-501086  Purity: 98% 4.5  

DBCO-PEG2-amine is a bifunctional polyethylene glycol (PEG) linker bearing a dibenzocyclooctyne (DBCO) group and a terminal primary amine. The DBCO moiety enables strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functionalized partners under copper-free conditions, forming a stable triazole linkage without requiring additional catalysts. The short PEG spacer (PEG2) provides aqueous solubility and spatial separation, helping reduce steric interference between the conjugated components and improving the efficiency of subsequent assembly. In PROTAC and targeted degradation workflows, this linker is commonly used to attach DBCO-bearing handles to one module (e.g., a ligand for an E3 ligase or a target-binding moiety) and then couple it to an azide-functionalized complementary module to generate full-length degraders. Its value lies in facilitating modular, rapid construction of conjugates with defined connectivity and minimized side reactions, supporting systematic structure–activity studies and optimization of ternary complex formation.

DBCO-PEG2-amine

Structure of 2250216-96-5

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Category
PROTAC Linker
Molecular Formula
C₂₅H₂₉N₃O₄
Molecular Weight
435.52

* 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
N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanamide
Synonyms
DBCO-PEG2-amine TFA salt
InChI Key
ILEXOUGGKQHBOX-UHFFFAOYSA-N
InChI
InChI=1S/C25H29N3O4/c26-13-15-31-17-18-32-16-14-27-24(29)11-12-25(30)28-19-22-7-2-1-5-20(22)9-10-21-6-3-4-8-23(21)28/h1-8H,11-19,26H2,(H,27,29)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCN

DBCO-PEG2-amine is a bifunctional PEG-based linker designed for efficient conjugation in PROTAC workflows, enabling robust attachment to biomolecule-targeting ligands and subsequent coupling to azide-bearing partners. Its strained cyclooctyne (DBCO) handle supports fast, selective bioorthogonal reactions, while the PEG spacer improves solubility and reduces nonspecific interactions. The points below describe the structure and practical reactivity considerations for constructing PROTACs using this linker.

Structure: DBCO-PEG2-amine combines a DBCO cyclooctyne core with a short polyethylene glycol chain terminating in a primary amine. It contains an alkyne-containing strained ring, ether linkages within the PEG segment, and an amine for further derivatization. The linker is generally water-compatible and flexible.

Reactivity: The DBCO moiety undergoes strain-promoted azide–alkyne cycloaddition with azides under mild, catalyst-free conditions, typically in aqueous or mixed aqueous buffers. For PROTAC assembly, the primary amine enables amide or urea formation with activated carboxylic acids or isocyanates, allowing controlled attachment to ligand scaffolds. Reaction progress is commonly monitored by analytical chromatography or gel-based methods, and conditions are selected to preserve ligand integrity.

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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 ╳
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