6-O-2-Propyn-1-yl-D-galactose - CAS 881895-59-6

6-O-2-Propyn-1-yl-D-galactose - CAS 881895-59-6 Catalog number: BADC-00703

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6-O-2-Propyn-1-yl-D-galactose is a nonclaevable glycolinker for the functionalization of cytotoxic drugs and applications in antibody-drug conjugation.

General Information

Category
ADCs Linker
Product Name
6-O-2-Propyn-1-yl-D-galactose
CAS
881895-59-6
Catalog Number
BADC-00703
Molecular Formula
C9H14O6
Molecular Weight
218.2

Chemical Structure

  • 6-O-2-Propyn-1-yl-D-galactose
Shipping
Room temperature, or blue ice upon request.
Canonical SMILES
O=C[C@@H]([C@H]([C@H]([C@@H](COCC#C)O)O)O)O
1.Introducing Glycolinkers for the Functionalization of Cytotoxic Drugs and Applications in Antibody-Drug Conjugation Chemistry
Ekholm FS, Pynnönen H, Vilkman A, Pitkänen V, Helin J, Saarinen J, Satomaa T
Antibody-drug conjugates (ADCs) are promising alternatives to naked antibodies for selective drug-delivery applications and treatment of diseases such as cancer. Construction of ADCs relies upon site-selective, efficient and mild conjugation technologies. The choice of a chemical linker is especially important, as it affects the overall properties of the ADC. We envisioned that hydrophilic bifunctional chemical linkers based on carbohydrates would be a useful class of derivatization agents for the construction of linker-drug conjugates and ADCs. Herein we describe the synthesis of carbohydrate-based derivatization agents, glycolinker-drug conjugates featuring the tubulin inhibitor monomethyl auristatin E and an ADC based on an anti-EGFR antibody. In addition, an initial in vitro cytotoxicity evaluation of the individual components and the ADC is provided against EGFR-positive cancer cells.

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