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Propargyl-PEG2-NHBoc

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Category Propargyl-PEGn-NHBoc
Catalog NO. BPG-3385
Product Name Propargyl-PEG2-NHBoc
CAS 869310-84-9
Molecular Formula C12H21NO4
Molecular Weight 243.30
Propargyl-PEG2-NHBoc
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Description 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.
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
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)
InChIKey WBOOWEAGRWGHMV-UHFFFAOYSA-N
Boiling Point 344.2±27.0°C at 760 mmHg
Purity ≥95%
Density 1.0±0.1 g/cm3
Solubility Soluble in DMSO (10 mm)
Related CAS 1520979-34-3 (polymer)
Appearance Colorless to Light Yellow Liquid
Shelf Life -20°C 3 years powder; -80°C 2 years in solvent
Storage Store at -20°C
LogP 1.56840

Propargyl-PEG2-NHBoc, a versatile chemical reagent utilized in bioconjugation and organic synthesis, offers a wide array of applications. Here are four key areas where Propargyl-PEG2-NHBoc plays a pivotal role, presented with high perplexity and burstiness:

Click Chemistry: At the forefront of molecular connection, Propargyl-PEG2-NHBoc is a cornerstone in click chemistry—an influential method for linking diverse molecular entities with pinpoint accuracy and efficiency. The propargyl group forms enduring covalent bonds with azides through the copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction, a technique instrumental in crafting bioconjugates like antibody-drug conjugates and fluorescent probes.

Protein Labeling: Within the realm of proteomics, Propargyl-PEG2-NHBoc acts as a vital reagent for tagging proteins with a spectrum of functional groups. The PEG2 spacer lends flexibility and diminishes steric obstacles, easing the conjugation of the propargyl moiety onto protein substrates. This precision modification enables the tracking and customization of proteins within intricate biological systems.

Surface Functionalization: In the arena of surface modification, Propargyl-PEG2-NHBoc proves invaluable for adapting surfaces, such as nanoparticles or biosensors, with specific functional groups tailored for precise applications. The propargyl group sets the stage for subsequent click chemistry interactions, enabling the attachment of diverse biomolecules to heighten surface functionality and specificity. This capability is particularly instrumental in crafting diagnostic aids and targeted drug delivery systems.

Drug Delivery Systems: Serving as a linchpin in the design and synthesis of cutting-edge drug delivery systems, Propargyl-PEG2-NHBoc empowers researchers to fashion targeted delivery platforms with amplified stability and biocompatibility. By incorporating this reagent into polymeric or liposomal carriers, scientists can engineer tailored delivery systems that enhance the efficacy and specificity of drug transport to afflicted tissues.

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