1104567-97-6Relevant articles and documents
Syntheses and reactivities of non-symmetrical "active ester" bi-dentate cross-linking reagents having a phthalimidoyl and acid chloride, 2-benzothiazole, or 1-benzotriazole group
Sheikh, Md. Chanmiya,Takagi, Shunsuke,Sakai, Mebumi,Mori, Tasuya,Hayashi, Naoto,Fujie, Tetsuo,Ono, Shin,Yoshimura, Toshiaki,Morita, Hiroyuki
, p. 1244 - 1254 (2011)
We have newly synthesized the non-symmetrical "phthalimidoyl active ester" bi-dentate cross-linking reagents having an acid chloride, 2-benzothiazole, or 1-benzotriazole group (i.e., 9, 15, and 16) on the basis of the reactivity study of the "active ester" model compounds, 11-14, toward the various nucleophiles and examined their reaction selectivity towards the same nucleophiles. Then, we applied for the modification of cholesterol at the more reactive site of the bi-dentate linkers to give 3β-cholesteryl 4-(phthalimidoyloxycarbonyl)butyrate (39), and the subsequent reaction of 39 with several amines, such as benzylamine, 4-chlorobenzylamine, 2-phenylethylamine, l-phenylalanine methyl ester, or diphenylalanine benzyl ester as a protein model of the cholesterol antigen.
First synthesis of non-symmetrical "phthalimidoyl active ester" bi-dentate cross-linking reagents having an acid chloride, 2-benzothiazole, or 1-benzotriazol group
Sheikh, Md. Chanmiya,Takagi, Shunsuke,Sakai, Mebumi,Abe, Hitoshi,Morita, Hiroyuki
supporting information; experimental part, p. 4505 - 4508 (2009/03/12)
For the purpose of modification of a variety of derivatives, including biologically important compounds, such as sugar derivatives and proteins etc., we have first synthesized several non-symmetrical bi-dentate cross-linking reagents, namely 3-(phthalimidoyloxycarbonyl)butyric acid chloride (1), 4-(2-benzothiazolyloxycarbonyl)butyric-N-hydroxyphthalimide ester (4) and 4-(1-benzotriazoleoxa)butyric-N-hydroxyphthalimide ester (5).
