Balskus Emily P, Walsh Christopher T
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115, USA.
J Am Chem Soc. 2008 Nov 19;130(46):15260-1. doi: 10.1021/ja807192u. Epub 2008 Oct 28.
The cyanobacterial natural product scytonemin (1) functions as a sunscreen, absorbing harmful UV-A radiation. Using information from a recently identified gene cluster, we propose a biosynthetic route to this pigment. We also report the characterization of two enzymes, NpR1275 and NpR1276, which are involved in the initial stages of this pathway. A regioselective acyloin reaction between indole-3-pyruvic acid (4) and p-hydroxyphenylpyruvic acid (5) is a key step in assembling the carbon framework of a proposed monomeric scytonemin precursor (2).
蓝藻天然产物scytonemin(1)起到防晒剂的作用,吸收有害的UV-A辐射。利用最近鉴定出的基因簇中的信息,我们提出了这种色素的生物合成途径。我们还报告了两种酶NpR1275和NpR1276的特性,它们参与了该途径的起始阶段。吲哚-3-丙酮酸(4)和对羟基苯丙酮酸(5)之间的区域选择性偶姻反应是组装假定的单体scytonemin前体(2)碳骨架的关键步骤。