VcMMAE

Base Information

• Chemical Name: VcMMAE
• CAS No.: 646502-53-6
• Molecular Formula: C68H105N11O15
• Molecular Weight: 1316.63
• Mol file: 646502-53-6.mol

Synonyms:MC-VC-PAB-MMAE;MC-Val-Cit-PAB-MMAE;VcMMAE;VeMMAE;EOS-60990;VC-MMAE;VC MMAE;MC-VAL-CIT-PABC-MMAE;VcMMAE (mc-vc-PAB-MMAE);Brentuximab Impurity 1 (Vedotin);maleimido-caproyl-val-Cit-PAB-MMAE

Chemical Property of VcMMAE

Chemical Property:

• Boiling Point: 1347.6±65.0 °C(Predicted)
• PKA: 13.29±0.70(Predicted)
• PSA: 346.85000
• Density: 1.196±0.06 g/cm3(Predicted)
• LogP: 7.71880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

99%, ^*data from raw suppliers

VcMMAE >99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: MC-Val-Cit-PAB-MMAE is a precursor of antibody drug conjugate. It contains a thio reactive maleimidocaproyl (MC) group, a protease-sensitive Val-Cit dipeptide, a PABC linker and a MMAE payload. The MMAE is a synthetic antineoplastic agent. It can be attached to a monoclonal antibody (MAB) which directs it toward cancer cells.
• Uses: Vedotin is an ultra-high-affinity small organic ligand of fibroblast activation protein used for tumor-targeting applications

Technology Process of VcMMAE

There total 67 articles about VcMMAE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N[4-({[(4-nitrophenoxy)carbonyl]oxy}methyl)phenyl]-L-ornithinamide (159857-81-5) + [3H]-Vedotin (474645-27-7,1057314-02-9) → 4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanamido)benzyl((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl)(methyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)(methyl)carbamate (646502-53-6)

Guidance literature:

With 2,6-dimethylpyridine; 2-hydroxy-pyridine N-oxide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 71.0%

N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N[4-({[(4-nitrophenoxy)carbonyl]oxy}methyl)phenyl]-L-ornithinamide (159857-81-5) + N-phenyl maleimide monomethyl-auristatin-E (1057314-02-9) → C68H105N11O15 (646502-53-6)

Guidance literature:

With pyridine; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.jconrel.2015.09.032

Reference yield: 46.0%

6-maleimidohexanoic acid N-hydroxylsuccinimide ester (55750-63-5) + MMAE-PABA-Val-Cit-NH2 → MMAE-PABA-Val-Cit-MI (646502-53-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

upstream raw materials:

6-maleimidohexanoic acid N-hydroxylsuccinimide ester

N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N⁵-carbamoyl-N[4-({[(4-nitrophenoxy)carbonyl]oxy}methyl)phenyl]-L-ornithinamide

[3H]-Vedotin

Fmoc-Val-OH

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