Phosphofurylalanine, a stable analog of phosphohistidine

Phosphofurylalanine, a stable analog of phosphohistidine
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DOI:
10.1016/s0960-894x(99)00209-7
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发表时间:
1999-05-17
影响因子:
2.7
通讯作者:
Reymond, JL
Reymond, JL
中科院分区:
医学4区
文献类型:
--
作者:
Schenkels, C;Erni, B;Reymond, JL

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在细菌和真核生物中,磷酸化组氨酸残基出现在许多信号转导途径中。与稳定的磷丝氨酸、磷苏氨酸或磷酪氨酸相比,磷组氨酸水解不稳定,因此难以研究。在这里,我们报道了(4'-磷酸-2'-糠基)丙氨酸I的设计和对映选择性合成,它是1-磷酸组氨酸的不可水解类似物。这种新型氨基酸应该有助于合成含有稳定的类似磷酸组氨酸的肽。1999爱思唯尔科学有限公司版权所有。
Phosphorylated histidine residues occur in a number of signal-transduction pathways in bacteria as well as in eukaryotes. Phosphohistidine is hydrolytically labile and therefore difficult to study, this by contrast to stable phosphoserine, phosphothreonine or phosphotyrosine. Here we report the design and enantioselective synthesis of (4'-phospho-2'-furyl)alanine I, a non-hydrolyzable analog of 1-phosphohistidine. This novel amino-acid should be useful to synthesize peptides incorporating a stable analog phosphohistidine. (C) 1999 Elsevier Science Ltd. All rights reserved.