Hydroxy-PEG6-t-butyl ester
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Category | Small-molecule Group Protected PEG |
Catalog NO. | BPG-2105 |
Product Name | Hydroxy-PEG6-t-butyl ester |
CAS | 361189-64-2 |
Molecular Formula | C19H38O9 |
Molecular Weight | 410.50 |
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Description | Hydroxy-PEG6-t-butyl ester is a PEG linker containing a hydroxyl group and a t-butyl ester. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl-protected carboxyl group can be deprotected under acidic conditions. The hydrophilic PEG spacer increases solubility in aqueous media. |
Synonyms | HO-PEG6-CH2CH2COOtBu; Hydroxy-PEG6-(CH2)2-Boc; OH-PEG6-TBA; OH-PEG6-CH2CH2COOtBu; HO-PEG6-t-butyl ester; tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate; 2-Methyl-2-propanyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate; 3,6,9,12,15,18-Hexaoxaheneicosan-21-oic acid, 1-hydroxy-, 1,1-dimethylethyl ester |
IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
Canonical SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCO |
InChI | InChI=1S/C19H38O9/c1-19(2,3)28-18(21)4-6-22-8-10-24-12-14-26-16-17-27-15-13-25-11-9-23-7-5-20/h20H,4-17H2,1-3H3 |
InChIKey | VGGDPFAYSOSIOK-UHFFFAOYSA-N |
Boiling Point | 481.8±40.0 °C at 760 mmHg |
Purity | ≥95% |
Density | 1.076±0.06 g/cm3 (Predicted) |
Related CAS | 1186025-29-5 (polymer) 892154-71-1 (polymer) |
Appearance | Pale Yellow or Colorless Oily Liquid |
Storage | Store at 2-8°C |
Exact Mass | 410.25158279 |
LogP | 0.81010 |
Pictogram(s) | Irritant |
Signal | Warning |
Precautionary Statement Codes | P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 |
Hydroxy-PEG6-t-butyl ester, due to its unique structural properties, finds extensive application in the synthesis of advanced drug delivery systems. Its functionality enables the attachment of therapeutics to the PEG chain, enhancing the solubility and stability of hydrophobic drugs. This improvement in solubility is particularly beneficial for poorly water-soluble drugs, as the PEG moiety facilitates their dispersion in aqueous environments. Moreover, the ester linkage allows for controlled release of the active drug, making it an ideal candidate for developing long-acting formulations and reducing dosing frequency. These attributes make Hydroxy-PEG6-t-butyl ester a critical component in optimizing drug administration and efficacy. In the field of bioconjugation, Hydroxy-PEG6-t-butyl ester serves as a versatile linker. Its reactive hydroxy group can be exploited to attach various biomolecules such as antibodies, proteins, or peptides, creating conjugates that retain biological activity while benefiting from the stabilizing effects of PEGylation. This process improves the pharmacokinetics and pharmacodynamics of biologic drugs, extending their half-lives and reducing immunogenicity. By enhancing these properties, bioconjugates incorporating Hydroxy-PEG6-t-butyl ester can achieve more targeted therapeutic action, with fewer side effects compared to non-PEGylated counterparts. Hydroxy-PEG6-t-butyl ester is also extensively used in material science, particularly for the modification of surfaces to resist protein adsorption and cell adhesion. Its hydrophilic PEG chain creates a steric barrier that reduces non-specific interactions, which is crucial for biomedical devices and implants where biocompatibility is paramount. By coating surfaces with this compound, medical devices such as stents, catheters, and biosensors gain improved performance and longevity as they are less prone to fouling and clot formation. This application underscores the importance of Hydroxy-PEG6-t-butyl ester in enhancing the functionality and safety of medical devices. In the realm of diagnostics, Hydroxy-PEG6-t-butyl ester plays a significant role in the stabilization of nanoparticles, which are increasingly employed in imaging and diagnostic assays. The PEGylation of nanoparticles can prevent aggregation and improve their dispersion in biological fluids. This stability is critical for accurate and reliable diagnostic outcomes, as dispersed nanoparticles can more efficiently target and bind to specific biomarkers or cells. Consequently, Hydroxy-PEG6-t-butyl ester enhances the sensitivity and specificity of diagnostic tools. |
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