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Amino-PEG2-t-butyl ester

  CAS No.: 756525-95-8   Cat No.: BADC-01152   Purity: > 98.0 % 4.5  

NH2-PEG2-C2-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. NH2-PEG2-C2-Boc is also a non-cleavable 2 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Amino-PEG2-t-butyl ester

Structure of 756525-95-8

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Category
ADC Linker
Molecular Formula
C11H23NO4
Molecular Weight
233.30
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -5 °C, keep in dry and avoid sunlight.

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
Amino-PEG2-COOtBu; H2N-PEG2-CH2CH2COOtBu; tert-Butyl 3-(2-(2-aminoethoxy)ethoxy)propanoate
IUPAC Name
tert-butyl 3-[2-(2-aminoethoxy)ethoxy]propanoate
Canonical SMILES
CC(C)(C)OC(=O)CCOCCOCCN
InChI
InChI=1S/C11H23NO4/c1-11(2,3)16-10(13)4-6-14-8-9-15-7-5-12/h4-9,12H2,1-3H3
InChIKey
XIVHGTLMLORWEP-UHFFFAOYSA-N
Density
1.0±0.1 g/cm3
Solubility
10 mm in DMSO
Flash Point
103.3±18.7 °C
Index Of Refraction
1.450
PSA
70.78000
Vapor Pressure
0.0±0.7 mmHg at 25°C
Appearance
Colorless to light yellow clear liquid
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -5 °C, keep in dry and avoid sunlight.
Pictograms
Corrosive; Irritant
Signal Word
Danger
Boiling Point
313.7±22.0 °C at 760 mmHg
Form
Liquid
Biological Activity
NH2-PEG2-C2-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. NH2-PEG2-C2-Boc is also a non-cleavable 2 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[2] . In Vitro: PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1] . ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[2]

Amino-PEG2-t-butyl ester, a versatile chemical compound with wide-ranging applications in biochemistry and medicine, is employed in diverse ways. Here are four key applications articulated with a high level of perplexity and burstiness:

Drug Delivery: Serving as a pivotal linker in drug conjugate synthesis, Amino-PEG2-t-butyl ester plays a significant role in enhancing the solubility, stability, and pharmacokinetic properties of therapeutic agents. By tethering drugs to the PEG moiety, formulations can achieve targeted delivery and reduced side effects, revolutionizing the landscape of pharmaceutical development.

Bioconjugation: In the intricate realm of bioconjugation, Amino-PEG2-t-butyl ester emerges as a crucial tool for conjugating biomolecules like antibodies, peptides, and proteins. The flexible PEG linker minimizes steric hindrance, enabling efficient binding and functionalization, thereby empowering the creation of cutting-edge biotechnological instruments and biosensors.

Surface Modification: Amino-PEG2-t-butyl ester finds utility in the modification of nanoparticle surfaces, medical devices, and diagnostic tools. The process of PEGylation helps in reducing non-specific interactions and enhancing biocompatibility, fostering the development of medical implants and diagnostic assays with heightened specificity and minimal immunogenic responses, contributing to advancements in medical technology.

Proteomics: Within the realm of proteomic studies, Amino-PEG2-t-butyl ester proves invaluable for chemically modifying proteins, facilitating purification, labeling, and functional investigations. The selective processing of the ester group reveals free amines for subsequent reactions, enabling detailed exploration of protein-protein interactions, structural biology, and functional proteomics, shedding light on the intricate workings of biological systems.

What is Amino-PEG2-t-butyl ester used for in ADC linker design?

Amino-PEG2-t-butyl ester provides a protected amine functionality for ADC linker synthesis. The t-butyl ester protects the carboxyl group, while the PEG2 spacer improves solubility and reduces steric hindrance during antibody or payload conjugation.

13/2/2018

We would like to know how the t-butyl group is removed from Amino-PEG2-t-butyl ester.

The t-butyl ester is cleaved under acidic conditions to yield a free carboxylic acid, allowing efficient coupling to amino-functionalized cytotoxic payloads or antibodies without affecting the PEG2 chain.

7/11/2018

Could you inform us whether Amino-PEG2-t-butyl ester affects ADC pharmacokinetics?

The PEG2 spacer enhances hydrophilicity and reduces aggregation of the conjugate, which can improve solubility and circulation half-life, supporting consistent pharmacokinetic performance of the resulting ADC.

9/8/2021

Could you please advise what analytical methods verify Amino-PEG2-t-butyl ester quality?

Quality verification involves HPLC for purity, NMR spectroscopy for structural integrity, and mass spectrometry for molecular weight confirmation, ensuring the linker meets standards for ADC development.

21/2/2016

Good afternoon! Which documents support the verification of Amino-PEG2-t-butyl ester’s quality?

Amino-PEG2-t-butyl ester is supplied with a Certificate of Analysis, NMR spectra, and mass spectrometry data. These documents allow confirmation of chemical identity and structural integrity, ensuring reproducibility for conjugation and analytical applications. Full supporting documentation is available upon request.

21/6/2019

— Dr. Jonathan White, Medicinal Chemist (UK)

Amino-PEG2-t-butyl ester showed excellent solubility and easy handling for linker conjugations.

9/8/2021

— Ms. Anna Hoffmann, Biochemist (Germany)

Batch-to-batch reproducibility was excellent, ensuring consistent experimental results.

21/6/2019

— Dr. William Parker, Senior Scientist (USA)

High conjugation efficiency was achieved with minimal side reactions.

21/2/2016

— Dr. Elise Moreau, Chemist (France)

The product performed reliably across multiple reaction conditions.

13/2/2018

— Dr. Mark Johnson, Research Scientist (USA)

Amino-PEG2-t-butyl ester enabled innovative linker designs enhancing solubility.

— Ms. Emma Johnson, Biochemist (USA)

BOC Sciences’ Amino-PEG2-t-butyl ester exhibited excellent reactivity for conjugation, with minimal side products. Delivery was prompt and documentation detailed.

7/11/2018

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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