Propargyl-PEG2-NHBoc

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Propargyl-PEG2-NHBoc

Propargyl-PEG2-NHBoc | 869310-84-9

Catalog Number R01-0160
Category Alkynes
Molecular Formula C12H21NO4
Molecular Weight 243.30
Catalog Number Size Price Quantity
R01-0160 -- $--

Product Introduction

Propargyl-PEG2-NHBoc is a crosslinker consisting of a propargyl group and a t-Boc protected amine group. The propargyl group reacts with azide-bearing compounds or biomolecules via copper-catalyzed Click Chemistry reactions. The t-Boc-protected amine can be deprotected under mildly acidic conditions.

Chemical Information

Related CAS 1520979-34-3 (polymer)
Synonyms t-Boc-N-Amido-PEG2-propargyl;t-Boc-N-Amido-PEG2-Propargyl; tert-Butyl (2-(2-(prop-2-yn-1-yloxy)ethoxy)ethyl)carbamate; Boc-Amine-PEG2-propargyl; tert-butyl N-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl}carbamate; N-Boc-2-[2-(2-propyn-1-yloxy)ethoxy]ethanamine; 2-Methyl-2-propanyl {2-[2-(2-propyn-1-yloxy)ethoxy]ethyl}carbamate; Carbamic acid, N-[2-[2-(2-propyn-1-yloxy)ethoxy]ethyl]-, 1,1-dimethylethyl ester
Purity ≥95%
Shelf Life -20°C 3 years powder; -80°C 2 years in solvent
IUPAC Name tert-butyl N-[2-(2-prop-2-ynoxyethoxy)ethyl]carbamate
Canonical SMILES CC(C)(C)OC(=O)NCCOCCOCC#C
InChI InChI=1S/C12H21NO4/c1-5-7-15-9-10-16-8-6-13-11(14)17-12(2,3)4/h1H,6-10H2,2-4H3,(H,13,14)
InChI Key WBOOWEAGRWGHMV-UHFFFAOYSA-N
Solubility Soluble in DMSO (10 mm)
Density 1.0±0.1 g/cm3
Appearance Colorless to Light Yellow Liquid
Boiling Point 344.2±27.0°C at 760 mmHg
LogP 1.56840
  • Product Specification
  • Application
Storage Store at -20°C

Propargyl-PEG2-NHBoc, a versatile chemical linker, finds applications in diverse bio-conjugation and chemical biology endeavors. Explore its key applications with elevated perplexity and burstiness:

Bio-conjugation: Employing Propargyl-PEG2-NHBoc facilitates the intricate linking of biomolecules through click chemistry, enabling in-depth exploration of protein-protein interactions. This linker plays a pivotal role in anchoring proteins, peptides, or biomolecules onto surfaces or other molecules for bioanalytical purposes. The incorporation of a PEG spacer mitigates steric hindrance, ensuring precise and efficient conjugation.

Drug Delivery Systems: In the sphere of drug delivery research, Propargyl-PEG2-NHBoc serves as a valuable tool for tailoring nanoparticles or drug compounds to achieve targeted delivery. The inclusion of a PEG moiety enhances the solubility and biocompatibility of drug carriers, prolonging their circulation within the body. Conjugating drugs with Propargyl-PEG2-NHBoc allows for localized delivery, minimizing side effects and augmenting therapeutic efficacy.

Surface Functionalization: Leveraging Propargyl-PEG2-NHBoc enables the functionalization of surfaces for biosensing or cell culture applications. By modifying surfaces with this linker, researchers can immobilize biomolecules such as enzymes, antibodies, or DNA, creating highly specific and sensitive detection platforms. This advancement facilitates the development of sophisticated diagnostic tools and diverse cellular interaction studies.

Proteomics and Protein Labeling: Utilizing Propargyl-PEG2-NHBoc for protein labeling with fluorescent tags or affinity handles broadens avenues for proteomics research. The click chemistry reaction offers a streamlined and effective approach for attaching probes to target proteins. This technique is indispensable for tracking protein localization, investigating protein dynamics, or conducting pull-down assays, illuminating the intricate world of proteomics.

Computed Properties

XLogP3 0.7
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 9
Exact Mass 243.14705815 g/mol
Monoisotopic Mass 243.14705815 g/mol
Topological Polar Surface Area 56.8Ų
Heavy Atom Count 17
Formal Charge 0
Complexity 261
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
WO-2022272133-A2 Protein stabilizing compounds containing usp7 ligands 2021-06-25
WO-2022140472-A1 Compounds for degrading cyclin-dependent kinase 2 via ubiquitin proteosome pathway 2020-12-22
WO-2022125790-A1 Irak degraders and uses thereof 2020-12-09
WO-2021188948-A1 Mdm2 degraders and uses thereof 2020-03-19
WO-2020249969-A1 Cgrp antagonist compounds 2019-06-12
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