1424401-65-9

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 1424401-73-9 4-((R)-4-benzyl-2-oxooxazolidine-3-yl)-4-butyric acid allyl ester 
• 865704-45-6 4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoic acid 
• 865704-46-7 tert-butyl 4-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-4-oxobutanoate 
• 2916-14-5 allyl chloroacetate 

Downstream Products

• 1424401-67-1 (R)-3-((R)-4-benzyl-2-oxazolidine-3-carbonyl)pentanedioic acid allyl ester 
• 1424402-40-3 C₅₉H₆₆Cl₄N₂O₁₄ 
• 1424401-69-3 (S)-4-((R)-4-benzyl-2-oxazolidine-3-yl)-3-(tert-butoxycarbonylaminomethyl)-4-butanoic acid allyl ester 
• 1424402-50-5 C₄₂H₅₃ClN₂O₁₁ 
• 1424402-60-7 C₃₉H₄₇ClN₂O₁₀ 

Relevant academic research and scientific papers

Conjugates of modified cryptophycins and RGD-peptides enter target cells by endocytosis

Tumor targeting anticancer drug conjugates that contain a tumor recognition motif (homing device) are of high current relevance. Cryptophycins, naturally occurring cytotoxic cyclo-depsipeptides, have been modified by total synthesis to provide analogues suitable for conjugation to peptide-based homing devices. An array of functionalized β2-amino acids was synthesized and incorporated into cryptophycins. All analogues proved to be highly active in the cytotoxicity assay using the human cervix carcinoma cell line KB-3-1 and its multidrug-resistant subclone KB-V1. Conformational analysis of cryptophycin-52 and two synthetic analogues was performed by NMR and MD methods to obtain information on the influence of the unit C configuration on the overall conformation. An azide-functionalized cryptophycin was connected by CuAAC to an alkyne-containing fluorescently labeled cyclic RGD-peptide as the homing device for internalization studies. Confocal fluorescence microscopy proved integrin-mediated internalization by endocytosis and final lysosomal localization of the cryptophycin prodrug.