CHARACTERIZATION OF NEUROPROTECTIVE CARBOXYFULLERENES

这个子项目是许多研究子项目中的一个 由NIH/NCRR资助的中心赠款提供的资源。子项目和 研究者（PI）可能从另一个NIH来源获得了主要资金， 因此可以在其他CRISP条目中表示。所列机构为 研究中心，而研究中心不一定是研究者所在的机构。 羧基富勒烯的合成包括两个反应：（1）丙二酸酯的加成，得到加合物的混合物，然后用色谱法分离;（2）酯转化为酸。 我们已经使用丙二酸二甲酯、丙二酸二乙酯和丙二酸二叔丁酯制备了酯，并证实产物分布高度依赖于R基团的大小、二甲基C3二乙酯C3二叔丁基C3的产率。 质谱（FAB+）证实了添加次数，但所有异构体的光谱几乎相同。 将C3酯（甲基或乙基）转化为酸，得到全部保留C3对称性的酸的混合物。 三种主要成分被鉴定为六酸和两种异构的五酸。 在不完全反应混合物的未水解部分中发现五酯，表明羧基在水解之前损失。 各种质谱技术用于表征产物和副产物。

This subproject is one of many research subprojects utilizing the resources provided by a Center grant funded by NIH/NCRR. The subproject and investigator (PI) may have received primary funding from another NIH source, and thus could be represented in other CRISP entries. The institution listed is for the Center, which is not necessarily the institution for the investigator. Carboxyfullerene synthesis involves two reactions (1) addition of esters of malonic acid to give mixtures of adducts which are separated by chromatography and (2) conversion of esters to acids. We have prepared esters using dimethyl, diethyl and di-t-butyl malonates and confirmed that the product distribution is highly dependent on the size of the R group, yield of dimethyl C3 diethyl C3 di-t-butyl C3. The mass spectra (FAB+) confirmed the number of additions but the spectra were nearly identical for all isomers. Conversion of C3 esters (methyl or ethyl) to acid gave mixtures of acids which all retained the C3 symmetry. The three major components were identified as hexa acid and two isomeric penta acids. Penta esters were found in the unhydrolyzed portion of an incomplete reaction mixture, suggesting that the carboxyl was lost prior to hydrolysis. A variety of mass spectrometric techniques are used to characterize products and byproducts.