464190-91-8

Basic information

• Product Name: N3-PEG1-CH2CH2NH2
• Synonyms: N3-PEG1-CH2CH2NH2;Azido-PEG1-Amine;Amino-PEG2-azide;N3-PEG1-NH2
• CAS NO: 464190-91-8
• Molecular Formula: C₄H₁₀N₄O
• Molecular Weight: 131.15634
• EINECS: -0
• Product Categories: Heterobifunctional PEG
• Mol File: 464190-91-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: N3-PEG1-CH2CH2NH2(CAS DataBase Reference)
• NIST Chemistry Reference: N3-PEG1-CH2CH2NH2(464190-91-8)
• EPA Substance Registry System: N3-PEG1-CH2CH2NH2(464190-91-8)

Safety Data

• Hazardous Substances Data: 464190-91-8(Hazardous Substances Data)

Usage

Description

N3-PEG1-CH2CH2NH2, also known as Azido-PEG1-amine, is a heterobifunctional linker that consists of an amino (NH2) group and an azide (N3) group. This versatile molecule is designed to facilitate the formation of stable covalent bonds with a variety of molecules, making it a valuable tool in the fields of biochemistry, drug delivery, and materials science.

Uses

Used in Bioconjugation:
N3-PEG1-CH2CH2NH2 is used as a linker for bioconjugation, allowing the selective and stable attachment of biomolecules, such as proteins, peptides, and nucleic acids, to other molecules or surfaces. The amino group provides reactivity with carboxylic acids and activated NHS esters, while the azide group enables Click Chemistry reactions with alkyne, BCN, and DBCO to form a stable triazole linkage.
Used in Drug Delivery Systems:
In the pharmaceutical industry, N3-PEG1-CH2CH2NH2 is used as a component in drug delivery systems to improve the solubility, stability, and bioavailability of therapeutic agents. The PEGylation of drugs using this linker can enhance their pharmacokinetic properties, reduce immunogenicity, and extend circulation time in the body.
Used in Materials Science:
N3-PEG1-CH2CH2NH2 is employed as a building block in the development of novel materials with tailored properties, such as self-assembling structures, hydrogels, and stimuli-responsive materials. The ability to form stable covalent bonds with a wide range of molecules allows for the creation of complex and functional materials for various applications, including tissue engineering, diagnostics, and sensors.
Used in Chemical Synthesis:
In the field of chemical synthesis, N3-PEG1-CH2CH2NH2 serves as a versatile intermediate for the synthesis of more complex molecules and macromolecules. The dual functional groups enable the stepwise assembly of molecular structures through well-defined chemical reactions, facilitating the development of new compounds with specific properties and applications.

Upstream product

• 176220-30-7 1-(2-(tert-Butoxycarbonylamino)ethoxy)-2-azidoethane 
• 76-05-1 trifluoroacetic acid 
• 24345-74-2 1,5-diazido-3-oxapentane 
• 1441062-11-8 C₁₂H₁₂N₄O₃ 

Downstream Products

• 1267640-53-8 C₂₇H₃₃N₅O₄ 

Relevant articles and documents

Catalytic Synthesis of PEGylated EGCG Conjugates that Disaggregate Alzheimer's Tau

The naturally occurring flavonoid ( )-epigallocatechin gallate (EGCG) is a potent disaggregant of tau fibrils. Guided by the recent cryo-electron microscopy (cryoEM) structure of EGCG bound to fibrils of tau derived from an Alzheimer s brain donor, methods to site-specifically modify the EGCG D-ring with aminoPEGylated linkers are reported. The resultant molecules inhibit tau fibril seeding by Alzheimer s brain extracts. Formulations of aminoPEGylated EGCG conjugated to the (quasi)-brain-penetrant nanoparticle Ferumoxytol inhibit seeding by AD-tau with linker length affecting activity. The protecting groupfree catalytic cycloaddition of amino azides to mono-propargylated EGCG described here provides a blueprint for access to stable nanoparticulate forms of EGCG potentially useful as therapeutics to eliminate Alzheimer s-related tau tangles.

Design and Synthesis of Oleanolic Acid Trimers to Enhance Inhibition of Influenza Virus Entry

Influenza is a major threat to millions of people worldwide. Entry inhibitors are of particular interest for the development of novel therapeutic strategies for influenza. We have previously discovered oleanolic acid (OA) to be a mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by the 3D structure of HA as a homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers and central region via the copper-catalyzed azide-alkyne cycloaddition reaction. All of the OA trimers were evaluated for their antiviral activities in vitro, and 12c, 12e, 13c, and 13d were observed to exhibit robust potency (IC50 in the submicromolar range) against influenza A/WSN/33 (H1N1) virus that was stronger than that observed with oseltamivir. In addition, these compounds also displayed strong biological activity against A/Hong Kong/4801/2014 and B/Sichuan/531/2018 (BV). The results of hemagglutination inhibition assays and surface plasmon resonance binding assays suggest that these OA trimers may interrupt the interaction between the HA protein of influenza virus and the host cell sialic acid receptor, thus blocking viral entry. These findings highlight the utility of multivalent OA conjugates to enhance the ligand-target interactions in anti-influenza virus drug design and are also helpful for studying antiviral drugs derived from natural products.

Small-molecular probe for glaucocalyxin A (GLA), and preparation method and application thereof

The invention relates to a small-molecular probe for GLA, and a preparation method and application thereof, belonging to the field of medicinal chemistry. The small-molecular probe structurally comprises three parts, namely GLA, a linker and a reporter (b