期刊
RSC ADVANCES
卷 4, 期 105, 页码 61022-61027出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra10306h
关键词
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资金
- Fundacao para a Ciencia e Tecnologia [PTDC/QUI-QUI/118315/2010, Pest-OE/SAU/UI4013/2011]
- Fundação para a Ciência e a Tecnologia [PTDC/QUI-QUI/118315/2010] Funding Source: FCT
Herein we report the discovery of new modulators of human phenylalanine hydroxylase (hPAH) inspired by the structure of its substrate and regulator L-phenylalanine. These new hPAH modulators were simply prepared in good-to-excellent yields and excellent diastereoselectivities, based on a boron promoted assembly of L-phenylalanine, salicylaldehyde and aryl boronic acids. Iminoboronate 8, prepared with L-phenylalanine, para-methoxy-salicylaldehyde and phenyl boronic acid, was identified as the most efficient hPAH modulator, with an apparent binding affinity nearly identical to the natural allosteric activator L-phenylalanine.
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