863971-24-8

863971-24-8 structure

Name: Mc-MMAE
Chemical Name: Maleimidocaproyl-monomethylauristatin E
CAS Number: 863971-24-8
Molecular Formula: C₄₉H₇₈N₆O₁₀
Molecular Weight: 911.17800
Catalog: Signaling Pathways Antibody-drug Conjugate Drug-Linker Conjugates for ADC
Create Date: 2016-07-20 01:10:44
Modify Date: 2024-01-08 08:34:22
Mc-MMAE is a protective group (maleimidocaproyl)-conjugated monomethyl auristatin E (MMAE), which is a potent tubulin inhibitor, is a toxin payload in antibody drug conjugate (ADC).

Name	Maleimidocaproyl-monomethylauristatin E
Synonyms	Mc-MMAE

Description	Mc-MMAE is a protective group (maleimidocaproyl)-conjugated monomethyl auristatin E (MMAE), which is a potent tubulin inhibitor, is a toxin payload in antibody drug conjugate (ADC).
Related Catalog	Signaling Pathways >> Antibody-drug Conjugate >> Drug-Linker Conjugates for ADC Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin Research Areas >> Cancer
Target	Tubulin, Antibody-drug conjugates (ADC)[1]
In Vitro	Synthesis of maleimidocaproyl-MMAE (mc-MMAE) requires the addition of maleimidocaproic acid to a solution of MMAE in dichloromethane followed by the addition of diethyl cyanophosphonate and diisopropylethylamine[1].
Kinase Assay	Horseradish peroxidase (HRP) is thiolated with 2-iminothiolane and conjugated to mc-MMAE to generate the HRP-MMAE reporter enzyme-drug conjugate. Briefly, a thiolation reaction mixture containing 0.2 mM HRP (8 mg/mL) and 50 mM 2-iminothiolane in 25 mM sodium borate decahydrate (Na2B4O7•10H2O) buffer (pH 9.0) is incubated for 1 hour at 37°C. Unreacted 2-iminothiolane is removed by passage through a PD-10 desalting column equilibrated in PBS (pH 7.4). Peak fractions are pooled and mc-MMAE is coupled to thiolated HRP (HRP-SH) at a molar ratio of 3:1. The final conjugation reaction mixture contained 80 μM HRP-SH (3.2 mg/mL) in sodium borate buffer [50 mM H3BO3, 50 mM NaCl (pH 8.0); 80% v/v] and 240 μM mc-MMAE in ice-cold CH3CN (20% v/v). After 30 minutes on ice, the reaction is terminated with a 20-fold molar excess of free cysteine (4.8 mM) before PD-10 chromatography. Peak fractions containing HRP-MMAE (exchanged into PBS) are pooled and evaluated for extent of modification using the thiol-reactive dye, Alexa Fluor 594 C5 maleimide[1].
References	[1]. Sanderson RJ, et al. In vivo drug-linker stability of an anti-CD30 dipeptide-linked auristatin immunoconjugate. Clin Cancer Res. 2005 Jan 15;11(2 Pt 1):843-52.

Density	1.144±0.06 g/cm3(Predicted)
Boiling Point	1025.2±65.0 °C(Predicted)
Molecular Formula	C₄₉H₇₈N₆O₁₀
Molecular Weight	911.17800
Exact Mass	910.57800
PSA	195.20000
LogP	4.91180
Storage condition	2-8°C

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