1002342-83-7

Basic information

• Product Name: Ald-PEG3-Azide
• Synonyms: Ald-PEG3-Azide;Ald-CH2-PEG3-N3
• CAS NO: 1002342-83-7
• Molecular Formula: C8H15N3O4
• Molecular Weight: 217.2224
• Mol File: 1002342-83-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Solubility: Soluble in Water, DMSO, DMF, DCM
• CAS DataBase Reference: Ald-PEG3-Azide(CAS DataBase Reference)
• NIST Chemistry Reference: Ald-PEG3-Azide(1002342-83-7)
• EPA Substance Registry System: Ald-PEG3-Azide(1002342-83-7)

Safety Data

• Hazardous Substances Data: 1002342-83-7(Hazardous Substances Data)

Usage

Description

Ald-CH2-PEG3-azide is a click chemistry PEG linker. Aldehyde groups are likely to undergo nucleophile substitution, reduction and oxidation reactions. The azideN3 enable Click Chemistry reactions with alkynes, DBCO and BCN to form triazole groups. PEG3 spacer increases the water solubility of the compound.

Upstream product

• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 

Relevant articles and documents

Investigating Ugi/Passerini Multicomponent Reactions for the Site-Selective Conjugation of Native Trastuzumab**

Site-selective modification of proteins has been the object of intense studies over the past decades, especially in the therapeutic field. Prominent results have been obtained with recombinant proteins, for which site-specific conjugation is made possible by the incorporation of particular amino acid residues or peptide sequences. In parallel, methods for the site-selective and site-specific conjugation of native and natural proteins are starting to thrive, allowing the controlled functionalization of various types of amino acid residues. Pursuing the efforts in this field, we planned to develop a new type of site-selective method, aiming at the simultaneous conjugation of two amino acid residues. We reasoned that this should give higher chances of developing a site-selective strategy compared to the great majority of existing methods that solely target a single residue. We opted for the Ugi four-centre three-component reaction to implement this idea, with the aim of conjugating the side-chain amine and carboxylate groups of two neighbouring lysine and aspartate/glutamate. Herein, we show that this strategy can give access to valuable antibody conjugates bearing several different payloads; furthermore, the approach limits the potential conjugation sites to only six on the model antibody trastuzumab.

ACYLHYDRAZONE-BASED CLEAVABLE LINKERS

The present invention provides cleavable linker compounds of Formula (I): wherein: X is a cleavable linker comprising an acylhydrazone; and Y and R are each independently selected from the group consisting of covalent coupling groups and members of a specific binding pair. Solid supports having such cleavable linkers coupled thereto, and methods of using the same, are also described.