DBCO-PEG6-amine

 CAS No.: 2353409-98-8  Cat No.: BP-500508  Purity: 98% 4.5  

DBCO-PEG6-amine is a heterobifunctional polyethylene glycol (PEG) linker featuring a dibenzocyclooctyne (DBCO) group for strain-promoted azide–alkyne cycloaddition (SPAAC) and a terminal primary amine for covalent attachment to PROTAC-relevant ligands or other functional moieties. The PEG6 chain provides a flexible, hydrophilic spacer that can improve effective reach and reduce steric interference between the degradation module and the E3 ligase binder during conjugation and subsequent ternary-complex formation. In PROTAC workflows, the amine handle enables stable coupling to targeting or recruiting ligands via standard amide-forming chemistries, while the DBCO functionality allows rapid, catalyst-free “click” conjugation to azide-bearing partners under mild conditions, preserving sensitive binding epitopes. This linker is valuable for constructing modular, well-defined PROTACs and for optimizing linker length and conjugation geometry to support robust targeted protein degradation assays.

DBCO-PEG6-amine

Structure of 2353409-98-8

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Category
PROTAC Linker
Molecular Formula
C₃₃H₄₅N₃O₈
Molecular Weight
611.73

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

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Purity
98%
Solubility
Water, 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-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]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-PEG6-amine TFA salt
InChI Key
SHIACZLTEDAJEG-UHFFFAOYSA-N
InChI
InChI=1S/C33H45N3O8/c34-13-15-39-17-19-41-21-23-43-25-26-44-24-22-42-20-18-40-16-14-35-32(37)11-12-33(38)36-27-30-7-2-1-5-28(30)9-10-29-6-3-4-8-31(29)36/h1-8H,11-27,34H2,(H,35,37)
SMILES
C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCN

DBCO-PEG6-amine is a heterobifunctional PEG-based linker designed for efficient incorporation into PROTAC constructs via copper-free click chemistry. Its strained cyclooctyne (DBCO) group enables rapid conjugation with azide-bearing targeting ligands under mild conditions, while the terminal amine provides a convenient handle for further coupling to electrophiles or activated carboxylic acids. The flexible PEG spacer improves solubility and reduces steric constraints, supporting reliable assembly and characterization of targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: DBCO-PEG6-amine contains a dibenzocyclooctyne core linked through an ethylene glycol–based PEG chain to a primary amine. The DBCO moiety features a strained alkyne suitable for cycloaddition, while the PEG segment provides flexible ether linkages that enhance hydrophilicity and conformational freedom.

Reactivity: For PROTAC construction, the DBCO group participates in strain-promoted azide–alkyne cycloaddition with azide-functional partners, typically using copper-free conditions to avoid metal-mediated side reactions. The terminal amine can be used in amide-bond formation with activated carboxylic acids (e.g., NHS/EDC-derived intermediates) or in nucleophilic substitution schemes. Common solvents include polar aprotic media or aqueous buffers compatible with click chemistry, with reaction monitoring by chromatographic and spectrometric methods.

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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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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