Chemoenzymatic Synthesis of 3'-O-(Carboxyalkyl)fluorescein Labels

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• 作者：Maciej Adamczyk ; Jonathan Grote ; and Jeffrey A. Moore
• 刊名：Bioconjugate Chemistry
• 出版年：1999
• 出版时间：May 1999
• 年：1999
• 卷：10
• 期：3
• 页码：544 - 547
• 全文大小：56K
• 年卷期：v.10,no.3(May 1999)
• ISSN：1520-4812

文摘

A general and versatile method is described for the synthesis of fluorescent labels. Coupling of the3'-phenol of fluorescein methyl ester with hydroxyalkyl benzyl esters, followed by benzyl esterhydrolysis, provided a series of fluorescein carboxyalkyl ethers. Use of the Mitsunobu reaction allowedfor the introduction of linkers of different lengths onto the 3'-phenol of fluorescein. Chemoenzymaticbenzyl ester hydrolysis was achieved with LPL-80 lipase, providing pH-independent labels useful forthe preparation of fluorescent conjugates.