当前位置: X-MOL 学术Biochemistry › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Atropselective Hydrolysis of Chiral Binol-Phosphate Esters Catalyzed by the Phosphotriesterase from Sphingobium sp. TCM1
Biochemistry ( IF 2.9 ) Pub Date : 2020-11-09 , DOI: 10.1021/acs.biochem.0c00831
Dao Feng Xiang 1 , Tamari Narindoshvili 1 , Frank M Raushel 1
Affiliation  

The phosphotriesterase from Sphingobium sp. TCM1 (Sb-PTE) is notable for its ability to hydrolyze a broad spectrum of organophosphate triesters, including organophosphorus flame retardants and plasticizers such as triphenyl phosphate and tris(2-chloroethyl) phosphate that are not substrates for other enzymes. This enzyme is also capable of hydrolyzing any one of the three ester groups attached to the central phosphorus core. The enantiomeric isomers of 1,1′-bi-2-naphthol (BINOL) have become among the most widely used chiral auxiliaries for the chemical synthesis of chiral carbon centers. PTE was tested for its ability to hydrolyze a series of biaryl phosphate esters, including mono- and bis-phosphorylated BINOL derivatives and cyclic phosphate triesters. Sb-PTE was shown to be able to catalyze the hydrolysis of the chiral phosphate triesters with significant stereoselectivity. The catalytic efficiency, kcat/Km, of Sb-PTE toward the test phosphate triesters ranged from ∼10 to 105 M–1 s–1. The product ratios and stereoselectivities were determined for four pairs of phosphorylated BINOL derivatives.

中文翻译:

Sphingobium sp. 的磷酸三酯酶催化手性二元醇磷酸酯的阻滞选择性水解。中医1

来自鞘氨醇菌的磷酸三酯酶。TCM1 ( Sb -PTE) 以其水解广谱有机磷酸三酯的能力而著称,包括有机磷阻燃剂和增塑剂,如磷酸三苯酯和磷酸三(2-氯乙基)酯,它们不是其他酶的底物。该酶还能够水解与中心磷核相连的三个酯基团中的任何一个。1,1'-bi-2-naphthol (BINOL) 的对映异构体已成为用于手性碳中心化学合成的最广泛使用的手性助剂之一。测试了 PTE 水解一系列磷酸二芳基酯的能力,包括单和双磷酸化 BINOL 衍生物和环状磷酸三酯。-PTE 被证明能够以显着的立体选择性催化手性磷酸三酯的水解。催化效率,ķ/ ķ的,-PTE朝着测试磷酸三酯的范围为〜10至10 5中号-1小号-1。测定了四对磷酸化 BINOL 衍生物的产物比率和立体选择性。
更新日期:2020-11-25
down
wechat
bug