1342764-64-0

Basic information

• Product Name: Lipoamido-PEG3-alcohol
• Synonyms: Lipoamido-PEG3-alcohol;LA-PEG3-OH
• CAS NO: 1342764-64-0
• Molecular Formula: C₁₆H₃₁NO₅S₂
• Molecular Weight: 381.55104
• Mol File: 1342764-64-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 573.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.158±0.06 g/cm3(Predicted)
• PKA: 14.36±0.10(Predicted)
• CAS DataBase Reference: Lipoamido-PEG3-alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: Lipoamido-PEG3-alcohol(1342764-64-0)
• EPA Substance Registry System: Lipoamido-PEG3-alcohol(1342764-64-0)

Safety Data

• Hazardous Substances Data: 1342764-64-0(Hazardous Substances Data)

Usage

Description

Lipoamido-PEG3-alcohol is a compound characterized by its lipoamide and hydroxyl end groups. The presence of the hydroxyl group allows for further chemical modifications and derivatization of the compound, while the hydrophilic PEG (polyethylene glycol) chain significantly enhances its water solubility in aqueous environments. This unique structure endows Lipoamido-PEG3-alcohol with potential applications in various fields due to its versatile chemical properties and improved solubility.

Uses

Used in Pharmaceutical Industry:
Lipoamido-PEG3-alcohol is used as a solubility enhancer for increasing the aqueous solubility of hydrophobic drugs, which can improve their bioavailability and therapeutic efficacy. The hydroxyl group can also be utilized for the conjugation of drugs or targeting moieties, enabling the development of targeted drug delivery systems.
Used in Cosmetics Industry:
In the cosmetics industry, Lipoamido-PEG3-alcohol serves as an emulsifier and solubilizing agent, helping to create stable formulations by improving the dispersion of oil and water phases. Its ability to increase water solubility can also be beneficial for the formulation of water-based cosmetic products.
Used in Material Science:
Lipoamido-PEG3-alcohol can be employed as a building block for the synthesis of more complex polymeric materials with tailored properties. The hydroxyl group can be used to initiate polymerization reactions or to create copolymers with specific characteristics, such as enhanced biocompatibility or responsiveness to environmental stimuli.
Used in Chemical Synthesis:
As an intermediate in chemical synthesis, Lipoamido-PEG3-alcohol can be used to produce a variety of PEGylated compounds with diverse applications. The hydroxyl group provides a reactive site for further functionalization, enabling the creation of PEG-conjugated molecules with improved properties, such as increased stability, reduced immunogenicity, or altered pharmacokinetics.

Upstream product

• 1021338-91-9 perfluorophenyl 5-(1,2-dithiolan-3-yl)pentanoate 
• 86770-74-3 11-amino-3,6,9-trioxaundecanol 
• 1077-28-7 Thioctic acid 
• 112-60-7 Tetraethylene glycol 
• 40846-94-4 thioctic acid-N-hydroxysuccinimide ester 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 

Downstream Products

• 890016-39-4 N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-5-(1,2-dithiolan-3-yl)pentanamide 

Relevant articles and documents

Insulin-based regulation of glucose-functionalized nanoparticle uptake in muscle cells

Effective regulation of nanoparticle (NP) uptake facilitates the NP-based therapeutics and diagnostics. Here, we report the use of insulin and 2-deoxyglucose (2-DG) to modulate the cellular uptake of glucose-functionalized quantum dots (Glc-QDs) in C2C12 muscle cells. The cellular uptake of Glc-QDs can be modulated up to almost two-fold under insulin stimulation while be down-regulated in the presence of 2-DG. These results demonstrate the use of secondary regulators to control the cellular uptake of NPs through membrane protein recognition in a specific and fine-tunable fashion.

Set of Highly Stable Amine- and Carboxylate-Terminated Dendronized Au Nanoparticles with Dense Coating and Nontoxic Mixed-Dendronized Form

The synthesis of a novel poly(propyleneimine) (PPI) dendron in gram scale as well as its use in the formation of a highly stable, dendronized gold nanoparticle (AuNP)-based drug delivery platform is described herein. The AuNP-based platform is composed of three complementary parts: (i) a 15 nm AuNP core, (ii) a heterofunctional thioctic acid-terminated tetraethylene glycol spacer, and (iii) a third-generation PPI dendron with a unique protonation profile and diverse end-group functionalization that allows for further derivatization. The prepared dendronized AuNPs are able to withstand several rounds of lyophilization cycles with no sign of aggregation, are stable in phosphate-buffered saline and Hanks' buffer as well as in serum, and are resistant to degradation by glutathione exchange reactions. This nanocarrier platform displays a dense coating, with >1400 dendrons/AuNPs, which will enable very high payload. Furthermore, while amine-terminated AuNPs expectedly showed cytotoxicity against the MCF-7 breast cancer cell line from a NP concentration of 1 nM, the mixed monolayer AuNPs (coated with 40/60 amine/carboxylate dendrons) interestingly did not exhibit any sign of toxicity at concentrations as high as 15 nM, similar to the carboxylate-terminated AuNPs. The described dendronized AuNPs address the current practical need for a stable NP-based drug delivery platform which is scalable and easily conjugable, has long-term stability in solution, and can be conveniently formulated as a powder and redispersed in desired buffer or serum.