Expanding the Scope of Biocatalysis: Oxidative Biotransformations on Solid-Supported Substrates.
Expanding the Scope of Biocatalysis: Oxidative Biotransformations on Solid-Supported Substrates.
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DOI：
10.1002/adsc.200800188
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发表时间：
2008-07-07
影响因子：
5.4
通讯作者：
Dordick, Jonathan S.
中科院分区：
文献类型：
--
作者：
Brooks, Sarah J.;Coulombel, Lydie;Ahuja, Disha;Clark, Douglas S.;Dordick, Jonathan S.
氧化生物催化反应在固体支撑的底物上进行，从而扩大了可以在固相上进行的生物转化的曲目。各种苯乙酸和苯甲酸类似物通过酶可切割的连接物附着在受控孔玻璃微珠上。由过氧化物酶（大豆和氯化物）、酪氨酸酶和醇氧化酶/脱氢酶催化的反应产生一系列产品，包括低酚、卤代芳烃、儿茶酚和芳醛。用α-胰凝乳酶选择性水解一个化学上不稳定的酰胺键，将所得产物从微球裂解后回收。用聚乙二醇（PEG）连接剂修饰的可控孔玻璃（CPG）比非聚乙二醇化的CPG或不可膨胀聚合物树脂的产品收率高得多。这项工作代表了将固相氧化生物转化与随后的蛋白酶催化裂解相结合的首次尝试，并有助于进一步扩大生物催化在合成和药物化学中的应用。
Oxidative biocatalytic reactions were performed on solid-supported substrates, thus expanding the repertoire of biotransformations that can be carried out on the solid phase. Various phenylacetic and benzoic acid analogs were attached to controlled pore glass beads via an enzyme-cleavable linker. Reactions catalyzed by peroxidases (soybean and chloro), tyrosinase, and alcohol oxidase/dehydrogenase gave a range of products, including oligophenols, halogenated aromatics, catechols, and aryl aldehydes. The resulting products were recovered following cleavage from the beads using α-chymotrypsin to selectively hydrolyze a chemically non-labile amide linkage. Controlled pore glass (CPG) modified with a polyethylene glycol (PEG) linker afforded substantially higher product yields than non-PEGylated CPG or non-swellable polymeric resins. This work represents the first attempt to combine solid-phase oxidative biotransformations with subsequent protease-catalyzed cleavage, and serves to further expand the use of biocatalysis in synthetic and medicinal chemistry.
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DOI：
10.1111/j.1432-1033.1973.tb02952.x
发表时间：
1973-01-01
期刊：
EUROPEAN JOURNAL OF BIOCHEMISTRY
影响因子：
--
作者：
BERGHEM, ER;PETTERSS.LG
通讯作者：
PETTERSS.LG
影响因子：
2.8
作者：
Recuero, Veronica;de Gonzalo, Gonzalo;Gotor, Vicente
通讯作者：
Gotor, Vicente
影响因子：
1.8
作者：
His, S;Meyer, C;Greiner, A
通讯作者：
Greiner, A
影响因子：
9.9
作者：
JEON, SI;LEE, JH;DEGENNES, PG
通讯作者：
DEGENNES, PG
影响因子：
3.8
作者：
Altreuter, DH;Dordick, JS;Clark, DS
通讯作者：
Clark, DS