642091-68-7

Basic information

• Product Name: Azido-PEG4-NHBoc
• Synonyms: Azido-PEG4-NHBoc;t-Boc-N-Amido-PEG3-Azide;Boc-N-Amido-PEG3-Azide;tert-Butyl N-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl)carbamate;BocNH-PEG3-CH2CH2N3;Boc-NH-PEG3-N3
• CAS NO: 642091-68-7
• Molecular Formula: C₁₃H₂₆N₄O₅
• Molecular Weight: 318.38
• Mol File: 642091-68-7.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Azido-PEG4-NHBoc(CAS DataBase Reference)
• NIST Chemistry Reference: Azido-PEG4-NHBoc(642091-68-7)
• EPA Substance Registry System: Azido-PEG4-NHBoc(642091-68-7)

Safety Data

• Hazardous Substances Data: 642091-68-7(Hazardous Substances Data)

Usage

Description

Azido-PEG4-NHBoc, also known as t-Boc-N-Amido-PEG3-azide, is a PEG reagent that contains an azide group and a Boc-protected amino group. This versatile molecule is designed to be reactive with alkyne, BCN, and DBCO through Click Chemistry, a powerful and efficient method for creating new chemical bonds. The Boc group present in the molecule can be deprotected under mild acidic conditions, resulting in the formation of a free amine. This unique structure and reactivity make Azido-PEG4-NHBoc a valuable tool in various applications across different industries.

Uses

Used in Bioconjugation:
Azido-PEG4-NHBoc is used as a bioconjugation agent for the attachment of biomolecules to other molecules or surfaces. The azide group in the molecule allows for efficient and specific labeling of biomolecules through Click Chemistry, enabling the creation of novel conjugates with improved properties and functionalities.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Azido-PEG4-NHBoc is used as a component in the development of drug delivery systems. The PEGylation of drugs using this reagent can enhance their solubility, stability, and bioavailability, leading to improved therapeutic outcomes. Additionally, the Boc-protected amino group allows for the controlled release of the drug by deprotection under specific conditions.
Used in Materials Science:
Azido-PEG4-NHBoc is used as a building block in the synthesis of novel materials with tailored properties. The reactivity of the azide group with alkyne-containing monomers enables the creation of well-defined polymers and copolymers with specific characteristics, such as enhanced biocompatibility, improved mechanical properties, or controlled degradation rates.
Used in Chemical Synthesis:
In the field of chemical synthesis, Azido-PEG4-NHBoc serves as a versatile intermediate for the preparation of various PEGylated compounds. The Boc-protected amino group can be selectively deprotected to introduce a free amine, which can then be further functionalized or used in the synthesis of more complex molecules.
Used in Diagnostics:
Azido-PEG4-NHBoc is used as a labeling agent in the development of diagnostic tools, such as imaging agents and biosensors. The azide group can be selectively reacted with alkyne-containing probes or markers, allowing for the specific and efficient labeling of target molecules or surfaces.

Upstream product

• 55400-73-2 ((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate 
• 101187-39-7 1,11-diazido-3,6,9-trioxaundecane 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 86770-74-3 11-amino-3,6,9-trioxaundecanol 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 
• 65883-12-7 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl methanesulfonate 
• 106984-09-2 2-<2-<2-<2-<(tert-Butoxycarbonyl)amino>ethoxy>ethoxy>ethoxy>ethanol 
• 134179-38-7 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine 
• 112-60-7 Tetraethylene glycol 
• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 

Downstream Products

• 101187-40-0 1-Boc-amine-11-amino-3,6,9-trioxaundecane 

Relevant articles and documents

Design and synthesis of small molecule-conjugated photoaffinity nanoprobes for a streamlined analysis of binding proteins

We designed and synthesized a set of photoaffinity nanoprobes, which multivalently display a small molecule ligand and a photoreactive group on gold nanoparticles. Due to the typically hydrophobic nature of these two functional groups, a hydrophilic spacer was additionally introduced to co-functionalize the nanoprobes to maintain their dispersibility in aqueous buffer solutions. Photoaffinity labeling studies using the nanoprobes composed of different ratios of three functional groups showed that including high density of the spacer group attenuates crosslinking efficiency. Comparative analysis of the reactivity among three major photoreactive groups suggested that unlike in the context of conventional photoaffinity probes, arylazide group enables the most selective crosslinking of a model small molecule binding protein.

ANTIBODY-DRUG CONJUGATES COMPRISING ANTI-B7-H3 ANTIBODIES

The present disclosure relates to antibody-drug conjugates (ADCs) wherein one or more active agents are conjugated to an anti-B7-H3 antibody through a linker. The linker may comprise a unit that covalently links active agents to the antibody. The disclosure further relates to monoclonal antibodies and antigen binding fragments, variants, multimeric versions, or bispecifics thereof that specifically bind B7-H3, as well as methods of making and using these anti-B7-H3 antibodies and antigen-binding fragments thereof in a variety of therapeutic, diagnostic and prophylactic indications

Bioorthogonal Ligation and Cleavage by Reactions of Chloroquinoxalines with ortho-Dithiophenols

A bioorthogonal ligation and cleavage method via reactions of chloroquinoxalines (CQ) and ortho-dithiophenols (DT) is presented. Double nucleophilic substitutions of ortho-dithiophenols to chloroquinoxalines provide conjugates containing tetracyclic benzo[5,6][1,4]dithiino[2,3-b]quinoxaline with strong built-in fluorescence together with release of the other functional molecules. Three cleavable linkers were designed and successfully used in release of the molecules containing biotin from the protein conjugates. The CQ-DT bioorthogonal reactions can be applied for the bioorthogonal ligations, bioorthogonal cleavages, and trans-tagging of proteins, and show advantages of readily accessible unnatural orthogonal groups, appealing reaction kinetics (k2≈1.3 m?1 s?1), excellent biocompatibility of orthogonal groups, and high stability of conjugates. This complements previous bioorthogonal reactions and is a new route for protein-fishing applications and in-gel fluorescence analysis.