133803-81-3

Basic information

• Product Name: Hydroxy-PEG3-t-butylester
• Synonyms: Hydroxy-PEG3-t-butylester;Hydroxy-PEG2-t-butyl ester;Propanoic acid, 3-[2-(2-hydroxyethoxy)ethoxy]-, 1,1-dimethylethyl ester;HO-PEG2-CH2CH2COOtBu;OH-PEG2-CH2CH2COOtBu;HO-PEG2-t-Butyl ester
• CAS NO: 133803-81-3
• Molecular Formula: C₁₁H₂₂O₅
• Molecular Weight: 234.29
• Mol File: 133803-81-3.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 321.8±22.0 °C(Predicted)
• Appearance: /
• Density: 1.046±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.36±0.10(Predicted)
• CAS DataBase Reference: Hydroxy-PEG3-t-butylester(CAS DataBase Reference)
• NIST Chemistry Reference: Hydroxy-PEG3-t-butylester(133803-81-3)
• EPA Substance Registry System: Hydroxy-PEG3-t-butylester(133803-81-3)

Safety Data

• Hazardous Substances Data: 133803-81-3(Hazardous Substances Data)

Usage

Description

Hydroxy-PEG3-t-butylester is a PEG (polyethylene glycol) linker that features a hydroxyl group with a t-butyl ester. This molecule is characterized by its hydrophilic PEG spacer, which enhances solubility in aqueous environments. The presence of the hydroxyl group allows for further chemical modifications or the attachment of other reactive functional groups. Additionally, the t-butyl protected carboxyl group can be removed under acidic conditions, providing versatility in its applications.

Uses

Used in Pharmaceutical Industry:
Hydroxy-PEG3-t-butylester is used as an ADC (Antibody Drug Conjugate) linker for the synthesis of antibody drug conjugates. This application takes advantage of its ability to connect antibodies with cytotoxic drugs, enhancing the targeting of cancer cells and improving the therapeutic index of the treatment.
Used in Chemical Synthesis:
Hydroxy-PEG3-t-butylester is used as a PROTAC (Proteolysis Targeting Chimera) linker for the synthesis of protein degradation inducers. Its role in this application is to connect a target protein ligand with an E3 ubiquitin ligase ligand, promoting the degradation of specific proteins and offering a new approach to treating various diseases, including cancer.
Used in Drug Delivery Systems:
Hydroxy-PEG3-t-butylester is used as a solubility enhancer in drug delivery systems due to its hydrophilic PEG spacer. This property can improve the pharmacokinetics and biodistribution of therapeutic agents, potentially reducing side effects and increasing the efficacy of the treatment.
Used in Bioconjugation:
Hydroxy-PEG3-t-butylester is used as a versatile building block in bioconjugation, allowing for the attachment of various biomolecules, such as peptides, proteins, or other functional groups, to create novel bioconjugates with tailored properties and applications in research and therapeutics.

in vitro

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

Upstream product

• 1663-39-4 tert-Butyl acrylate 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 111-46-6 diethylene glycol 

Downstream Products

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• 756525-98-1 3-(2-{2-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]ethoxy}ethoxy)propanoic acid 
• 1037589-69-7 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-{2-[2-(3-oxo-3-{4-[3-oxo-3-(2-oxoazetidin-1-yl)propyl]phenylamino}propoxy)ethoxy]ethyl}propanamide 
• 1398044-50-2 C₁₁H₂₂O₄S 
• 1807503-92-9 3-[2-(2-bromoethoxy)ethoxy]propanoic acid 
• 1938057-43-2 tert-butyl 3-(2-(2-iodoethoxy)ethoxy)propanoate 
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Relevant articles and documents

Efficient synthesis of polyethylene glycol mono-carboxylate via Michael conjugate addition

Poly(ethylene glycol) (PEG) with one carboxylate group, the very useful precursors for the synthesis of the PEG derived heterobifunctional linkers, are synthesized in high yield in one-pot via Michael conjugate addition of acrylate esters with PEG and catalyst amount of sodium in THF.

Synthesis of 6-O-benzyl guanine and its conjugations with linkers

An improved synthesis of 6-O-benzyl guanine which is an important inhibitor of O6-alkyl-guanine DNA alkyltransferase (AGT) is described. In addition the conjugation of this guanine derivative was achieved with a functionalised hydrophilic linke

New fluorine-18 pretargeting PET imaging by bioorthogonal chlorosydnone-cycloalkyne click reaction

We report the first pretargeting in vivo study using the Strain-Promoted Sydnone-Alkyne Cycloaadition (SPSAC) reaction. The injection of a fluorine-18 labeled cyclooctyne three days after cetuximab bearing chlorosydnone moieties allowed a significant detection of the tumor by PET imaging suggesting an efficient click reaction inside the tumoral site. With a kinetic constant superior to 300 M-1 s-1, the SPSAC reaction might be an interesting tool, in addition to tetrazine-cyclooctene ligation, for in vivo chemistry.

Synthesis of KUE-siRNA Conjugates for Prostate Cancer Cell-Targeted Gene Silencing

The delivery of siRNAs to selectively target cells poses a great challenge in RNAi-based cancer therapy. The lack of suitable cell-targeting methods seriously restricts the advance in delivering siRNAs to extrahepatic tissues. Based on prostate-specific m

PCSK9 ANTAGONIST COMPOUNDS

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