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用于改进磷酸单酯酶促合成的天然和合成磷酸盐供体的评估。

Evaluation of Natural and Synthetic Phosphate Donors for the Improved Enzymatic Synthesis of Phosphate Monoesters.

作者信息

Tasnádi Gábor, Jud Wolfgang, Hall Mélanie, Baldenius Kai, Ditrich Klaus, Faber Kurt

机构信息

Austrian Centre of Industrial Biotechnology, c/o.

Department of Chemistry, Organic & Bioorganic Chemistry University of Graz Heinrichstrasse 28 8010 Graz Austria.

出版信息

Adv Synth Catal. 2018 Jun 15;360(12):2394-2401. doi: 10.1002/adsc.201800306. Epub 2018 May 2.

DOI:10.1002/adsc.201800306
PMID:30333715
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6174958/
Abstract

Undesired product hydrolysis along with large amounts of waste in form of inorganic monophosphate by-product are the main obstacles associated with the use of pyrophosphate in the phosphatase-catalyzed synthesis of phosphate monoesters on large scale. In order to overcome both limitations, we screened a broad range of natural and synthetic organic phosphate donors with several enzymes on a broad variety of hydroxyl-compounds. Among them, acetyl phosphate delivered stable product levels and high phospho-transfer efficiency at the lower functional pH-limit, which translated into excellent productivity. The protocol is generally applicable to acid phosphatases and compatible with a range of diverse substrates. Preparative-scale transformations using acetyl phosphate synthesized from cheap starting materials yielded multiple grams of various sugar phosphates with up to 433 g L h space-time yield and 75% reduction of barium phosphate waste.

摘要

不需要的产物水解以及大量无机单磷酸副产物形式的废物是在磷酸酶催化大规模合成单磷酸酯中使用焦磷酸相关的主要障碍。为了克服这两个限制,我们用几种酶在多种羟基化合物上筛选了广泛的天然和合成有机磷酸供体。其中,乙酰磷酸在较低的功能pH极限下提供了稳定的产物水平和高磷转移效率,这转化为优异的生产率。该方案通常适用于酸性磷酸酶,并与一系列不同的底物兼容。使用由廉价起始材料合成的乙酰磷酸进行的制备规模转化产生了多克各种糖磷酸酯,时空产率高达433 g L h,磷酸钡废物减少了75%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/96dc54eb28a5/ADSC-360-2394-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/1742d064b526/ADSC-360-2394-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/7a0ec6324421/ADSC-360-2394-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/04481918678c/ADSC-360-2394-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/96dc54eb28a5/ADSC-360-2394-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/1742d064b526/ADSC-360-2394-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/7a0ec6324421/ADSC-360-2394-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/04481918678c/ADSC-360-2394-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a2b2/6174958/96dc54eb28a5/ADSC-360-2394-g003.jpg

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