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Hydroxy-PEG4-t-butyl ester

  CAS No.: 518044-32-1   Cat No.: BADC-01130   Purity: ≥95% 4.5  

Hydroxy-PEG4-t-butyl ester is a protected PEG linker intermediate used in ADC synthesis. The t-butyl group protects the acid functionality, enabling selective conjugation steps while the PEG4 spacer enhances biocompatibility and payload solubility.

Hydroxy-PEG4-t-butyl ester

Structure of 518044-32-1

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Category
ADC Linker
Molecular Formula
C15H30O7
Molecular Weight
322.39
Shipping
Room temperature, or blue ice upon request.
Shipping
Store at 2-8°C

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Synonyms
HO-PEG4-CH2CH2COOtBu; Hydroxy-PEG4-(CH2)2-Boc; OH-PEG4-TBA; OH-PEG4-CH2CH2COOtBu; HO-PEG4-t-butyl ester; tert-Butyl 1-hydroxy-3,6,9,12-tetraoxapentadecan-15-oate; 15-Hydroxy-4,7,10,13-tetraoxapentadecanoic acid tert-butyl ester; 2-Methyl-2-propanyl 1-hydroxy-3,6,9,12-tetraoxapentadecan-15-oate; 3,6,9,12-Tetraoxapentadecan-15-oic acid, 1-hydroxy-, 1,1-dimethylethyl ester
IUPAC Name
tert-butyl 3-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCO
InChI
InChI=1S/C15H30O7/c1-15(2,3)22-14(17)4-6-18-8-10-20-12-13-21-11-9-19-7-5-16/h16H,4-13H2,1-3H3
InChIKey
FJRDXEGYAVAMLB-UHFFFAOYSA-N
Density
1.047±0.1 g/cm3
Solubility
Soluble in DCM, DMSO, Water
PSA
83.45000
Appearance
Colorless to light yellow to light orange clear liquid
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C
Boiling Point
406.8±35.0 °C at 760 mmHg
Form
Liquid
Biological Activity
Hydroxy-PEG4-(CH2)2-Boc is a uncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Hydroxy-PEG4-<br/>(CH2)2-Boc is extracted from patent WO2004008101A2 (compound 191). In Vitro: ADCs are comprised of an antibody to which is<br/>attached an ADC cytotoxin through an ADC linker.

Hydroxy-PEG4-t-butyl ester, a polyethylene glycol (PEG) derivative widely employed in diverse biochemical and pharmaceutical realms:

Drug Delivery Systems: In drug modification, Hydroxy-PEG4-t-butyl ester is utilized to enhance the solubility, stability, and bioavailability of therapeutic compounds. By covalently bonding PEG moieties to drugs, it elongates their circulation period and mitigates immunogenic responses, ultimately amplifying the efficacy of treatment regimens.

Surface Modification: Hydroxy-PEG4-t-butyl ester plays a pivotal role in the surface functionalization of nanoparticles, implants, and biosensors. Through the process of PEGylation, a hydrophilic shield is erected, thwarting protein adhesion and biofouling, thereby enhancing the biocompatibility and functionality of these critical medical tools.

Protein Conjugation: In protein engineering, Hydroxy-PEG4-t-butyl ester facilitates the conjugation of proteins and peptides, elevating their pharmacokinetic profiles. By PEGylating proteins, their vulnerability to degradation by proteases is diminished alongside a reduction in renal clearance, resulting in prolonged systemic activity. This technique underpins the development of biopharmaceutical marvels such as PEGylated interferons and growth factors.

Research Reagents: As a linchpin in the realms of chemical biology and bioconjugation, Hydroxy-PEG4-t-butyl ester stands as a versatile linker and crosslinker. Enabling the attachment of biomolecules like enzymes and antibodies to various substrates without compromising their activity, this compound facilitates the creation of intricate molecular assemblies and functional assays in the laboratory setting.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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