Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia
Chiral organic hydroxylamines can be reduced to the corresponding chiral amines in high yield without racemization using resting cells of C. kluyveri, C. tyrobutyricum or C. thermoaceticum in aqueous buffer with H 2 CO or Na-formate as reducing agents. These reduction systems are unselective with re...
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| Veröffentlicht in: | Tetrahedron 1991, Vol.47 (20), p.3329-3334 |
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| creator | Braun, H. Schmidtchen, F.P. Schneider, A. Simon, H. |
| description | Chiral organic hydroxylamines can be reduced to the corresponding chiral amines in high yield without racemization using resting cells of
C. kluyveri, C. tyrobutyricum or C. thermoaceticum in aqueous buffer with H
2 CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave CC double bonds and aliphatic carbon—chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60–120 mg wet packed cells of
C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.
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| doi_str_mv | 10.1016/S0040-4020(01)86397-3 |
| format | Article |
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C. kluyveri, C. tyrobutyricum or C. thermoaceticum in aqueous buffer with H
2 CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave CC double bonds and aliphatic carbon—chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60–120 mg wet packed cells of
C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.
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C. kluyveri, C. tyrobutyricum or C. thermoaceticum in aqueous buffer with H
2 CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave CC double bonds and aliphatic carbon—chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60–120 mg wet packed cells of
C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.
Graphic</description><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Clostridium</subject><subject>Clostridium thermoaceticum</subject><subject>Clostridium tyrobutyricum</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Methods. Procedures. Technologies</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNqFkEtPwzAQhC0EEqXwE5ByAcHBsH7UcU4IVbykQg_A2XIcB4zcuNgJIv-elBY4clpp95sdzSB0SOCMABHnjwAcMAcKJ0BOpWBFjtkWGhEuOJ5wIrbR6BfZRXspvQEAIZSN0PzemRhKp30WbdWZ1oUmC3X2gLX3vX_tqxg-e68XrrEpa8PPAW82XXLNS2Z8SG10ldP7aKfWPtmDzRyj5-urp-ktns1v7qaXM2yoZC2uqzyHgghrdEmLStNSciulLtjESAOmKiUBLcqcy7zMhSxrMbDW0poXpiA1G6Pj9d9lDO-dTa1auGSs97qxoUuKCEYLYGwAJ2twiJlStLVaRrfQsVcE1Ko-9V2fWnWjgKjv-tRKd7Qx0MloX0fdGJf-xIXkTFA-cBdrzg5pP5yNKhlnG2MrF61pVRXcP05f48mFVg</recordid><startdate>1991</startdate><enddate>1991</enddate><creator>Braun, H.</creator><creator>Schmidtchen, F.P.</creator><creator>Schneider, A.</creator><creator>Simon, H.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>1991</creationdate><title>Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia</title><author>Braun, H. ; Schmidtchen, F.P. ; Schneider, A. ; Simon, H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c283t-fd770916ecab29da2b84e88a935c8c0cdb810a6b7487b768bf66ecee2f49c91f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>Bioconversions. Hemisynthesis</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Clostridium</topic><topic>Clostridium thermoaceticum</topic><topic>Clostridium tyrobutyricum</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Methods. Procedures. Technologies</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Braun, H.</creatorcontrib><creatorcontrib>Schmidtchen, F.P.</creatorcontrib><creatorcontrib>Schneider, A.</creatorcontrib><creatorcontrib>Simon, H.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Braun, H.</au><au>Schmidtchen, F.P.</au><au>Schneider, A.</au><au>Simon, H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia</atitle><jtitle>Tetrahedron</jtitle><date>1991</date><risdate>1991</risdate><volume>47</volume><issue>20</issue><spage>3329</spage><epage>3334</epage><pages>3329-3334</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><coden>TETRAB</coden><abstract>Chiral organic hydroxylamines can be reduced to the corresponding chiral amines in high yield without racemization using resting cells of
C. kluyveri, C. tyrobutyricum or C. thermoaceticum in aqueous buffer with H
2 CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave CC double bonds and aliphatic carbon—chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60–120 mg wet packed cells of
C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.
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| ispartof | Tetrahedron, 1991, Vol.47 (20), p.3329-3334 |
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| language | eng |
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| source | Access via ScienceDirect (Elsevier) |
| subjects | Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Clostridium Clostridium thermoaceticum Clostridium tyrobutyricum Fundamental and applied biological sciences. Psychology Methods. Procedures. Technologies |
| title | Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia |
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