1422540-81-5

Basic information

• Product Name: Propargyl-PEG4-5-nitrophenyl carbonate
• Synonyms: Propargyl-PEG4-5-nitrophenyl carbonate
• CAS NO: 1422540-81-5
• Molecular Formula: C₁₈H₂₃NO₉
• Molecular Weight: 397.38
• Mol File: 1422540-81-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propargyl-PEG4-5-nitrophenyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: Propargyl-PEG4-5-nitrophenyl carbonate(1422540-81-5)
• EPA Substance Registry System: Propargyl-PEG4-5-nitrophenyl carbonate(1422540-81-5)

Safety Data

• Hazardous Substances Data: 1422540-81-5(Hazardous Substances Data)

Usage

Description

Propargyl-PEG4-5-nitrophenyl carbonate is heterobifunctional reagent with a propargyl group and nitrophenyl group. The propargyl group enales the formation of triazole linkage with azide compounds or biomolecules via copper catalyzed Click Chemistry. Nitrophenyl group is reactive towards the amino group of lysine by means of stable urethane linkages. The PEG units enhance the solubility of the molecule in aqueous media.

Upstream product

• 112-60-7 Tetraethylene glycol 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 87450-10-0 3,6,9,12-tetraoxapentadec-14-yn-1-ol 

Relevant articles and documents

Novel camptothecin derivative, and preparation method and application thereof

The invention relates to a novel camptothecin derivative and application thereof, a tumor cell growth inhibitor, a ternary complex, and a method for improving the solubility of the camptothecin derivative. The camptothecin derivative is formed by modifying a substance represented by formula I through glycosylated triazole in the position R3. In a structural formula represented by the formula I, R1represents H, alkyl of C1-10, deuterated alkyl of the C1-10, or halogenated alkyl of the C1-10; R2 represents H, CH2N(CH3)2 or CH2N(CD3)2; R4 represents H, and X represents N, O or S; L represents polypeptide, C1-20 linear alkyl or a derivative thereof, a C1-20 linear or branched acyl derivative, or C2-100 ethylene glycol or a derivative thereof. The camptothecin derivative has high solubility, prepared anticancer drugs have the advantages of wide anticancer spectrum and high safety, and the in-vivo anticancer activity is superior to that of irinotecan hydrochloride.

Efficient synthesis of diverse heterobifunctionalized clickable oligo(ethylene glycol) linkers: Potential applications in bioconjugation and targeted drug delivery

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.