Carbohydrate antigens with subterminal fucosylation have been implicated in the development and progression of several cancers, including hepatocellular carcinoma (HCC). Fluorescent sensors targeting fucosylated carbohydrate antigens could potentially be used for diagnostic and other applications. We have designed and synthesized a series of 26 diboronic acid compounds as potential fluorescent sensors for such carbohydrates. Among these compounds, 7q was able to fluorescently label cells expressing high levels of sLex (HEPG2) within a concentration range of 0.5 to 10 microM. This compound (7q) did not label cells expressing Lewis Y (HEP3B), nor cells without fucosylated antigens (COS7). This represents the first example of a fluorescent compound labeling cells based on cell surface carbohydrate structures.

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[formula: see text] The application of molecular imprinting in making fluorescent sensors has been hampered by the lack of suitable fluorescent tags, which would respond to the binding event with significant fluorescence intensity changes. We have designed and synthesized a fluorescent monomer which allows for the preparation of fluorescent sensors of cis diols using molecular imprinting methods. This monomer was used for the preparation of sensitive fluorescent sensors for D-fructose.

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Nitriles are very important intermediates in synthetic organic chemistry. Herein, we report our observation that certain primary amines can be converted to nitriles by trimethylamine N-oxide (TMO) under mild conditions in the presence of a catalytic amount of OsO 4 . Such a reaction could be used for synthetic purposes as well as for the analysis of functional group compatibility in designing reactions involving OsO 4 .

Organo-boron compoundsOrgano-boron compounds S 0040 A Glucose-Selective Fluorescence Sensor Based on Boronic Acid-Diol Recognition. -Among the newly synthesized compound (I) the derivative (Ia) shows a 43-and 49-fold selectivity for glucose over fructose and galactose, respectively. -(KARNATI, V. V.; GAO, X.; GAO, S.; YANG, W.; NI, W.; SANKAR, S.; WANG*, B.; Bioorg. Med.