Monoclonal periodate oxidation

Woodward, M.P., Young, W.W., and Bloodgood, R.A. (1985) Detection of monoclonal antibodies specific for carbohydrate epitopes using periodate oxidation./. Immunol. Meth. 78, 143-153. 

A synthesis of MTX y-hydrazide (VIII.224) was described in 1981 by Rosowsky et al. [299], Condensation of MeAPA with y-methyl a-/-butyl L-glu-tamate with the aid of diethyl phosphorocyanidate afforded the diester (VIII.225) (76% yield), which was then converted sequentially to (VIII.226) (60% yield) on treatment with hydrazine in MeOH solution at 4 °C for 3 days and to (VIII.224) (45% yield) on hydrolysis with 1 M HCl at 50 °C for 1 h. Compound (VIII.224) has gained attention recently because of the opportunity it affords to couple MTX to monoclonal antitumour antibodies through the formation of semicarbazide bonds to periodate-oxidized sugars [331]. The y-hydrazide derivative (VIII.227) of AMT has also been cited briefly [332], although details of its synthesis have not yet been disclosed. 

Abraham R, Moller D, Gabel D, et al. (1991). The influence of periodate oxidation on monoclonal antibody avidity and immunoreactivity. J. Immunol. Meth. 144 77-... 

G. Fleminger, E. Hadas, T. Wolf, and B. Soloman, Oriented immobilization of periodate-oxidized monoclonal antibodies on amino and hydrazide derivatives of Eupergit C, Appl. Biochem. Biotech., 23 (1990) 123-137. 

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