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The hydrazone linker is acid-sensitive and breaks in the lysosome's low pH. It was used in the calicheamicin ADCs, but is too leaky for most modern designs.
The acid-labile hydrazone linker, known as AcBut, breaks in the low pH of the lysosome and was the chemistry used in the calicheamicin ADCs. Hydrazones hydrolyse at pH 4 to 5 but are relatively unstable in plasma, and that leakiness contributed to the off-target toxicity of first-generation ADCs, which is why most modern designs avoid it. Gemtuzumab ozogamicin and inotuzumab ozogamicin use a hydrazone combined with a disulfide. The linker belongs to the Antibody-drug conjugate (ADC) technology and the Linker (ADC) term, is associated with the payload Calicheamicin, and is referenced by the drug record for Gemtuzumab ozogamicin.
Ball-and-stick model from PubChem 2D record (no 3D conformer available). PubChem record
Showing the molecule this term concerns: Gemtuzumab ozogamicin.
Shares Calicheamicin, Gemtuzumab ozogamicin, Antibody-drug conjugate (ADC).
Shares Gemtuzumab ozogamicin, Antibody-drug conjugate (ADC).