TCO-PEG8-amine

 CAS No.: 2353409-92-2  Cat No.: BP-500261  Purity: 98% 4.5  

TCO-PEG8-amine is a polyethylene glycol linker bearing a strained trans-cyclooctene (TCO) reactive handle and a terminal primary amine for convenient conjugation. Structurally, it comprises a TCO moiety connected through an eight-unit PEG chain to an amino group, providing both aqueous solubility and a flexible spacer that reduces steric interference during PROTAC assembly. In targeted protein degradation workflows, the TCO group enables rapid, bioorthogonal ligation via inverse-electron-demand Diels–Alder chemistry with tetrazine-functional partners, allowing researchers to site-specifically connect a ligand-recruiting module to a degradation scaffold or to install a reactive “click” junction under mild conditions. The PEG spacer length helps preserve binding affinity of the attached targeting and E3-recruiting ligands by improving conformational freedom. As a result, TCO-PEG8-amine is valuable for constructing modular PROTACs and related degraders, facilitating efficient synthesis, purification-friendly chemistries, and controlled conjugation strategies for structure–activity studies.

TCO-PEG8-amine

Structure of 2353409-92-2

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Category
PROTAC Linker
Molecular Formula
C₂₇H₅₂N₂O₁₀
Molecular Weight
564.71

* 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
[(4Z)-cyclooct-4-en-1-yl] N-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
Cyclooct-4-en-1-yl (26-amino-3,6,9,12,15,18,21,24-octaoxahexacosyl)carbamate; (E)-Cyclooct-4-en-1-yl (26-amino-3,6,9,12,15,18,21,24-octaoxahexacosyl)carbamate; (4Z)-cyclooct-4-en-1-yl N-(26-amino-3,6,9,12,15,18,21,24-octaoxahexacosan-1-yl)carbamate
InChI Key
MXEGVNVGOKEYSH-UPHRSURJSA-N
InChI
InChI=1S/C27H52N2O10/c28-8-10-31-12-14-33-16-18-35-20-22-37-24-25-38-23-21-36-19-17-34-15-13-32-11-9-29-27(30)39-26-6-4-2-1-3-5-7-26/h1-2,26H,3-25,28H2,(H,29,30)/b2-1-
SMILES
C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCN

TCO-PEG8-amine is a polyethylene glycol (PEG) based bifunctional linker designed for efficient conjugation in PROTAC workflows that employ trans-cyclooctene (TCO) chemistry. Its flexible PEG spacer supports productive ternary complex formation by improving linker solubility and conformational reach, while the terminal amine enables straightforward coupling to targeting ligands. The sections below describe its structure and practical reactivity considerations for constructing PROTACs.

Structure: The linker contains a PEG chain providing a hydrophilic, conformationally flexible spacer, terminating in a primary amine for conjugation. It features ether linkages characteristic of PEG, with a trans-cyclooctene motif that supports bioorthogonal reactivity. Overall, it is designed to enhance solubility and reduce nonspecific interactions.

Reactivity: TCO-PEG8-amine is typically used in PROTAC assembly via TCO-mediated bioorthogonal conjugation, where the TCO group reacts with a complementary tetrazine handle under mild conditions. The terminal amine can be employed for amide or urea-forming coupling to activated carboxylic acids or isocyanates, using standard peptide coupling chemistries. Reactions are commonly performed in aqueous-compatible buffers with appropriate base and coupling reagents to preserve TCO 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

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