TCO-PEG3-oxyamine

 Cat No.: BP-502113 4.5  

TCO-PEG3-oxyamine is a bifunctional polyethylene glycol linker designed for PROTAC and related targeted protein degradation workflows, combining a trans-cyclooctene (TCO) handle with a terminal oxyamine for subsequent oxime/amine-based conjugation chemistry. Structurally, it features a short PEG3 spacer that provides aqueous solubility and conformational flexibility, while the TCO moiety enables rapid, bioorthogonal coupling to tetrazine-functional partners through an inverse-electron-demand Diels–Alder reaction. In PROTAC design, this linker can be used to connect or modularly assemble the two functional regions—typically a ligand for the target protein and a ligand for an E3 ligase—by first installing the TCO-bearing segment and then performing tetrazine-mediated ligation to generate a defined conjugate under mild conditions. Its practical value lies in improving synthetic modularity and reaction efficiency, facilitating the rapid generation and optimization of degradation constructs for mechanistic and SAR studies.

TCO-PEG3-oxyamine

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PROTAC Linker
Molecular Formula
C₁₉H₃₅N₃O₇
Molecular Weight
417.50

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
[(1S,4E)-cyclooct-4-en-1-yl] N-[2-[2-[2-[2-[(2-aminooxyacetyl)amino]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
JRVONWGHSMFTHF-WZHGYECESA-N
InChI
InChI=1S/C19H35N3O7/c20-28-16-18(23)21-8-10-25-12-14-27-15-13-26-11-9-22-19(24)29-17-6-4-2-1-3-5-7-17/h1-2,17H,3-16,20H2,(H,21,23)(H,22,24)/b2-1+/t17-/m1/s1
SMILES
C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCNC(=O)CON

TCO-PEG3-oxyamine is a functionalized PEG-based linker designed to support efficient PROTAC assembly by enabling bioorthogonal conjugation handles and flexible spacing between targeting and recruiting modules. Its PEG character improves solubility and conformational freedom, which can enhance productive ternary complex formation. In PROTAC workflows, this linker is commonly used to connect small-molecule ligands to reactive partners through established chemistries; the detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a poly(ethylene glycol) chain terminated with a trans-cyclooctene (TCO) motif and an oxyamine functional group. It contains ether linkages typical of PEG, along with a strained alkene within the TCO unit, providing a distinct reactive handle while maintaining overall flexibility and favorable hydrophilicity.

Reactivity: TCO groups participate in rapid inverse-electron-demand Diels–Alder reactions with tetrazines under mild, aqueous-compatible conditions, enabling efficient conjugation in PROTAC synthesis. The oxyamine functionality supports nucleophilic coupling strategies to form stable linkages with complementary activated derivatives of targeting ligands. Typical preparations employ common organic solvents or buffered aqueous media, with reaction temperature and pH selected to preserve ligand integrity and maximize conjugation efficiency.

Stock concentration: *
Desired final volume: *
Desired concentration: *

L

* 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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