TCO-PEG6-acid

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TCO-PEG6-acid

TCO-PEG6-acid | 2353409-97-7

Catalog Number R15-0032
Category TCO
Molecular Formula C₂₄H₄₃NO₁₀
Molecular Weight 505.60
Catalog Number Size Price Quantity
R15-0032 -- $--

Product Introduction

TCO-PEG6-acid is a polyethylene glycol (PEG)-based PROTAC linker. TCO-PEG6-acid can be used in the synthesis of a series of PROTACs.

Chemical Information

Synonyms (E)-1-(Cyclooct-4-en-1-yloxy)-1-oxo-5,8,11,14,17,20-hexaoxa-2-azatricosan-23-oic acid; 1-(Cyclooct-4-en-1-yloxy)-1-oxo-5,8,11,14,17,20-hexaoxa-2-azatricosan-23-oic acid; 1-({[(4Z)-cyclooct-4-en-1-yloxy]carbonyl}amino)-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid
Purity 95%
IUPAC Name 3-[2-[2-[2-[2-[2-[2-[[(4Z)-cyclooct-4-en-1-yl]oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Canonical SMILES C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O
InChI InChI=1S/C24H43NO10/c26-23(27)8-10-29-12-14-31-16-18-33-20-21-34-19-17-32-15-13-30-11-9-25-24(28)35-22-6-4-2-1-3-5-7-22/h1-2,22H,3-21H2,(H,25,28)(H,26,27)/b2-1-
InChI Key ACASMHHVQBAVOG-UPHRSURJSA-N
Solubility DMSO, DCM, DMF
  • Product Specification
  • Application
Storage Please store the product under the recommended conditions in the Certificate of Analysis.

TCO-PEG6-acid, a versatile compound utilized in bioconjugation and click chemistry domains, boasts a spectrum of applications. Here are four key applications:

Biomedical Imaging: TCO-PEG6-acid serves as a pivotal tool in labeling biomolecules with imaging agents tailored for non-invasive imaging modalities like PET and MRI. The TCO (Trans-Cyclooctene) moiety facilitates rapid, precise conjugation to tetrazine-modified imaging probes, enabling accurate localization and real-time tracking of labeled biomolecules within dynamic living tissues and organisms.

Drug Delivery Systems: Positioned at the forefront of targeted drug delivery system advancements, TCO-PEG6-acid plays a critical role. The PEG (polyethylene glycol) spacer enhances solubility and biocompatibility, while the TCO moiety enables efficient conjugation to drug carriers or targeting ligands, elevating the precision and effectiveness of drug delivery to specific cells or tissues by mitigating off-target effects.

Bioconjugation: Within the realm of bioconjugation strategies, TCO-PEG6-acid shines, facilitating the attachment of proteins, peptides, or other biomolecules onto diverse surfaces or carriers. The TCO group engages in bioorthogonal reactions with tetrazine compounds, ensuring stable and specific binding of biomolecules, a pivotal aspect for crafting biosensors, diagnostic tools, and functionalizing biomaterials with unparalleled precision.

Therapeutic Antibody Development: Unleashing the potential of TCO-PEG6-acid in modifying antibodies with therapeutic agents like cytotoxins or radiolabels for targeted cancer therapy showcases its versatility. The bioorthogonal click reaction guarantees precise attachment of therapeutic agents to antibodies without compromising their binding affinity, culminating in heightened therapeutic efficacy and reduced systemic toxicity of antibody-drug conjugates.

Computed Properties

XLogP3 0.8
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 23
Exact Mass 505.28869657 g/mol
Monoisotopic Mass 505.28869657 g/mol
Topological Polar Surface Area 131Ų
Heavy Atom Count 35
Formal Charge 0
Complexity 546
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 1
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes
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