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Hydroxy-PEG8-t-butyl ester

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Category Small-molecule Group Protected PEG
Catalog NO. BPG-2259
Product Name Hydroxy-PEG8-t-butyl ester
CAS 1334177-84-2
Molecular Formula C23H46O11
Molecular Weight 498.60
Hydroxy-PEG8-t-butyl ester
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Product Information

Description Hydroxy-PEG8-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-PEG8-CH2CH2COOtBu; Hydroxy-PEG8-(CH2)2-Boc; OH-PEG8-TBA; OH-PEG8-CH2CH2COOtBu; HO-PEG8-t-butyl ester; tert-Butyl 1-Hydroxy-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; t-Butyl 1-hydroxy-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; 2-Methyl-2-propanyl 1-hydroxy-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; 3,6,9,12,15,18,21,24-Octaoxaheptacosan-27-oic acid, 1-hydroxy-, 1,1-dimethylethyl ester; 27-Hydroxy-4,7,10,13,16,19,22,25-octaoxaheptacosanoic acid tert-butyl ester
IUPAC Name tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCO
InChI InChI=1S/C23H46O11/c1-23(2,3)34-22(25)4-6-26-8-10-28-12-14-30-16-18-32-20-21-33-19-17-31-15-13-29-11-9-27-7-5-24/h24H,4-21H2,1-3H3
InChIKey RBRDLMWBCQQRIQ-UHFFFAOYSA-N
Boiling Point 549.5±45.0°C at 760 mmHg
Purity ≥95%
Density 1.1±0.1 g/cm3
Solubility Soluble in DCM, DMF, DMSO, Water
Related CAS 1186025-29-5 (polymer) 892154-71-1 (polymer)
Appearance Pale Yellow Oily Liquid
Storage Store at 2-8°C
Exact Mass 498.30401228
LogP 0.84330

Hydroxy-PEG8-t-butyl ester, a versatile polyethylene glycol-based reagent, finds extensive usage in biotechnological and pharmaceutical fields.

Drug Delivery Systems: Serving as a cornerstone in drug modification, Hydroxy-PEG8-t-butyl ester elevates drug molecule solubility, stability, and bioavailability. By conjugating PEG chains to therapeutic agents, it optimizes pharmacokinetics and diminishes drug immunogenicity, ushering in a new era of more efficacious and safer medication formulations.

Bioconjugation: Within the realm of bioconjugation chemistry, Hydroxy-PEG8-t-butyl ester emerges as a pivotal link connecting biomolecules like proteins and antibodies to diverse surfaces or molecular partners. The PEGylation process mitigates steric hindrance, enhancing the solubility of conjugates. This application plays a pivotal role in crafting advanced biopharmaceuticals and diagnostic tools boasting superior performance and stability.

Surface Modification: Unveiling a new dimension of application, Hydroxy-PEG8-t-butyl ester is harnessed to transform the surfaces of nanoparticles, medical devices, and various materials, fostering biocompatibility and reducing nonspecific protein adhesion. Through the creation of a hydrophilic shield, it curtails adverse immune reactions and prolongs the operational lifespan of biomedical implants. This innovative approach is indispensable in the realms of tissue engineering and implantable medical devices.

Protein Stabilization: With a focus on enhancing protein and enzyme stability under diverse conditions, Hydroxy-PEG8-t-butyl ester emerges as a steadfast ally in extending shelf life and bolstering functional attributes. PEGylation shields proteins from degradation, aggregation, and denaturation, rendering them more resilient for industrial applications and therapeutic endeavors. This positioning is pivotal in the development of dependable and potent enzyme formulations tailored for pharmaceutical and biotechnological landscapes.

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