TCO-PEG3-alcohol

Name: TCO-PEG3-alcohol
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-502101 4.5

TCO-PEG3-alcohol is a bifunctional, clickable PROTAC linker built on a short polyethylene glycol spacer terminating in a trans-cyclooctene (TCO) handle and a terminal alcohol for convenient conjugation to other PROTAC modules. Structurally, it provides a flexible, hydrophilic PEG3 chain that spatially separates the reactive TCO moiety from the attachment point, while the alcohol enables straightforward formation of linkages to amines, carboxylates, or activated derivatives used in assembling degraders. In targeted protein degradation workflows, the TCO group serves as a reactive partner for rapid tetrazine-mediated ligation, allowing researchers to couple or exchange warhead/ligand components under mild conditions and to tune effective proximity between the binding element and the E3-recruiting moiety. Its PEG-based spacing and bioorthogonal reactivity make it valuable for constructing modular PROTACs, optimizing linker length and solubility, and facilitating iterative synthesis of degradation candidates for mechanistic and structure–activity studies.

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Category

PROTAC Linker

Molecular Formula

C₁₇H₃₁NO₆

Molecular Weight

345.43

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

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Storage

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-hydroxyethoxy)ethoxy]ethoxy]ethyl]carbamate

InChI Key

ZOEYSGPCGAYWME-XGBNDESESA-N

InChI

InChI=1S/C17H31NO6/c19-9-11-22-13-15-23-14-12-21-10-8-18-17(20)24-16-6-4-2-1-3-5-7-16/h1-2,16,19H,3-15H2,(H,18,20)/b2-1+/t16-/m1/s1

SMILES

C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCO

TCO-PEG3-alcohol is a polyethylene glycol–based linker designed to support PROTAC construction by providing a flexible, hydrophilic spacer and a reactive handle for bioorthogonal conjugation. Its ether-rich PEG segment can improve solubility and help spatially organize the recruiting and target-binding modules. The alcohol functionality enables straightforward derivatization, while the TCO moiety supports rapid, strain-promoted cycloaddition in PROTAC workflows. Detailed structural and synthetic considerations are provided below.

Structure: The linker contains a PEG3 chain featuring repeating ether linkages, capped with an alcohol group and bearing a trans-cyclooctene (TCO) functionality. It includes an alkene within the TCO motif and multiple oxygen atoms that confer polarity, hydrogen-bonding capacity, and enhanced aqueous compatibility.

Reactivity: TCO-enabled conjugation is typically performed under mild, aqueous-compatible conditions using strain-promoted trans-cyclooctene–tetrazine cycloaddition, which proceeds without added catalysts. For PROTAC assembly, the alcohol can be used for esterification or ether formation with appropriately activated coupling partners. Reactions are commonly carried out in buffered organic/aqueous solvent systems at conditions that preserve TCO stability prior to cycloaddition.

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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