1422540-98-4 Usage
Description
Azido-PEG4-4-nitrophenyl carbonate is a PEG (polyethylene glycol) linker that features an azide group and a reactive nitrophenyl carbonate (NPC) group. This molecule is designed to be highly versatile in chemical and biological applications due to its unique structure. The NPC group is known for its reactivity with the amino group of lysine, forming stable urethane linkages, while the azide group allows for the application of Click Chemistry techniques. Additionally, the hydrophilic PEG spacer enhances solubility in aqueous media, making it a valuable component in various industries.
Uses
Used in Bioconjugation:
Azido-PEG4-4-nitrophenyl carbonate is used as a bioconjugation agent for the specific targeting of biomolecules. The NPC group reacts with the amino group of lysine residues, allowing for the selective attachment of proteins or other molecules of interest. This selective conjugation can be utilized in the development of targeted drug delivery systems, imaging agents, and biosensors.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Azido-PEG4-4-nitrophenyl carbonate is used as a component in the design of drug delivery systems. The hydrophilic PEG spacer and the reactive NPC group enable the formation of stable conjugates with therapeutic molecules, improving their solubility, bioavailability, and circulation time in the body. This can lead to enhanced efficacy and reduced side effects for various treatments.
Used in Click Chemistry:
Azido-PEG4-4-nitrophenyl carbonate is used as a building block in Click Chemistry, a set of powerful and versatile reactions that allow for the rapid and efficient assembly of complex molecules from smaller units. The azide group in this molecule can participate in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, enabling the formation of stable triazole linkages with other molecules. This can be applied in the synthesis of various bioconjugates, materials, and therapeutic agents.
Used in Diagnostics:
In the field of diagnostics, Azido-PEG4-4-nitrophenyl carbonate can be employed as a component in the development of imaging agents and biosensors. The reactivity of the NPC group with lysine residues and the ability to participate in Click Chemistry reactions make it a valuable tool for the creation of targeted imaging agents that can specifically bind to disease markers or cellular receptors.
Used in Material Science:
In material science, Azido-PEG4-4-nitrophenyl carbonate can be utilized in the development of novel biocompatible materials and coatings. The hydrophilic PEG spacer and the reactive NPC group can be used to create stable, water-soluble coatings that can improve the biocompatibility and performance of various materials, such as medical devices, implants, and drug delivery systems.
Check Digit Verification of cas no
The CAS Registry Mumber 1422540-98-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,4,2,2,5,4 and 0 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1422540-98:
(9*1)+(8*4)+(7*2)+(6*2)+(5*5)+(4*4)+(3*0)+(2*9)+(1*8)=134
134 % 10 = 4
So 1422540-98-4 is a valid CAS Registry Number.
1422540-98-4Relevant articles and documents
Efficient synthesis of diverse heterobifunctionalized clickable oligo(ethylene glycol) linkers: Potential applications in bioconjugation and targeted drug delivery
Goswami, Lalit N.,Houston, Zachary H.,Sarma, Saurav J.,Jalisatgi, Satish S.,Hawthorne, M. Frederick
, p. 1116 - 1126 (2013/03/28)
Herein we describe the sequential synthesis of a variety of azide-alkyne click chemistry-compatible heterobifunctional oligo(ethylene glycol) (OEG) linkers for bioconjugation chemistry applications. Synthesis of these bioorthogonal linkers was accomplished through desymmetrization of OEGs by conversion of one of the hydroxyl groups to either an alkyne or azido functionality. The remaining distal hydroxyl group on the OEGs was activated by either a 4-nitrophenyl carbonate or a mesylate (-OMs) group. The -OMs functional group served as a useful precursor to form a variety of heterobifunctionalized OEG linkers containing different highly reactive end groups, e.g., iodo, -NH2, -SH and maleimido, that were orthogonal to the alkyne or azido functional group. Also, the alkyne- and azide-terminated OEGs are useful for generating larger discrete poly(ethylene glycol) (PEG) linkers (e.g., PEG 16 and PEG24) by employing a Cu(i)-catalyzed 1,3-dipolar cycloaddition click reaction. The utility of these clickable heterobifunctional OEGs in bioconjugation chemistry was demonstrated by attachment of the integrin (αvβ3) receptor targeting peptide, cyclo-(Arg-Gly-Asp-d-Phe-Lys) (cRGfKD) and to the fluorescent probe sulfo-rhodamine B. The synthetic methodology presented herein is suitable for the large scale production of several novel heterobifunctionalized OEGs from readily available and inexpensive starting materials.
