Glucosylation of benzyl alcohols by the cultured suspension cells of Nicotiana tabacum and Catharanthus roseus
The cultured cells of Nicotiana tabacum (white cells) converted regioselectively exogenous 2-, 3-, and 4-hydroxybenzyl alcohols into corresponding hydroxybenzyl-β- d-glucopyranoside. ( RS)-1-Phenylethanol having chiral center in its substituent was also glucosylated to give 1-phenylethyl-β- d-glucop...
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Veröffentlicht in: | Journal of molecular catalysis. B, Enzymatic Enzymatic, 1999-01, Vol.6 (1), p.67-73 |
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container_title | Journal of molecular catalysis. B, Enzymatic |
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creator | Hirata, Toshifumi Koya, Kazuhiko Sarfo, Kwabena J. Shimoda, Kei Ito, Diana I. Izumi, Shunsuke Ohta, Shinji Lee, Ym Sook |
description | The cultured cells of
Nicotiana tabacum (white cells) converted regioselectively exogenous 2-, 3-, and 4-hydroxybenzyl alcohols into corresponding hydroxybenzyl-β-
d-glucopyranoside. (
RS)-1-Phenylethanol having chiral center in its substituent was also glucosylated to give 1-phenylethyl-β-
d-glucopyranoside by the cultured cells of
N. tabacum (white and green cells) and
Catharanthus roseus. The glucosylation with the green cells of
N. tabacum occurred enantioselectively to give the glucoside of (
S)-alcohol preferentially, while the glucosylation with the white cells of
N. tabacum and the
C. roseus cells gave preferentially the glucoside of (
R)-alcohol. |
doi_str_mv | 10.1016/S1381-1177(98)00127-1 |
format | Article |
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Nicotiana tabacum (white cells) converted regioselectively exogenous 2-, 3-, and 4-hydroxybenzyl alcohols into corresponding hydroxybenzyl-β-
d-glucopyranoside. (
RS)-1-Phenylethanol having chiral center in its substituent was also glucosylated to give 1-phenylethyl-β-
d-glucopyranoside by the cultured cells of
N. tabacum (white and green cells) and
Catharanthus roseus. The glucosylation with the green cells of
N. tabacum occurred enantioselectively to give the glucoside of (
S)-alcohol preferentially, while the glucosylation with the white cells of
N. tabacum and the
C. roseus cells gave preferentially the glucoside of (
R)-alcohol.</description><identifier>ISSN: 1381-1177</identifier><identifier>EISSN: 1873-3158</identifier><identifier>DOI: 10.1016/S1381-1177(98)00127-1</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>1-Phenylethanol ; Bioconversion ; Bioconversions. Hemisynthesis ; Biological and medical sciences ; Biotechnology ; Catharanthus roseus ; Cell culture ; Chiral discrimination ; Cultured cells ; Enzymes ; Fundamental and applied biological sciences. Psychology ; Glucosylation ; Hydroxybenzyl alcohol ; Methods. Procedures. Technologies ; Nicotiana tabacum</subject><ispartof>Journal of molecular catalysis. B, Enzymatic, 1999-01, Vol.6 (1), p.67-73</ispartof><rights>1999 Elsevier Science B.V.</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c402t-2211aa444064c553e429cccad8d71029b7e5acd9f6a72308e5be5c433781dd523</citedby><cites>FETCH-LOGICAL-c402t-2211aa444064c553e429cccad8d71029b7e5acd9f6a72308e5be5c433781dd523</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S1381117798001271$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1717315$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Hirata, Toshifumi</creatorcontrib><creatorcontrib>Koya, Kazuhiko</creatorcontrib><creatorcontrib>Sarfo, Kwabena J.</creatorcontrib><creatorcontrib>Shimoda, Kei</creatorcontrib><creatorcontrib>Ito, Diana I.</creatorcontrib><creatorcontrib>Izumi, Shunsuke</creatorcontrib><creatorcontrib>Ohta, Shinji</creatorcontrib><creatorcontrib>Lee, Ym Sook</creatorcontrib><title>Glucosylation of benzyl alcohols by the cultured suspension cells of Nicotiana tabacum and Catharanthus roseus</title><title>Journal of molecular catalysis. B, Enzymatic</title><description>The cultured cells of
Nicotiana tabacum (white cells) converted regioselectively exogenous 2-, 3-, and 4-hydroxybenzyl alcohols into corresponding hydroxybenzyl-β-
d-glucopyranoside. (
RS)-1-Phenylethanol having chiral center in its substituent was also glucosylated to give 1-phenylethyl-β-
d-glucopyranoside by the cultured cells of
N. tabacum (white and green cells) and
Catharanthus roseus. The glucosylation with the green cells of
N. tabacum occurred enantioselectively to give the glucoside of (
S)-alcohol preferentially, while the glucosylation with the white cells of
N. tabacum and the
C. roseus cells gave preferentially the glucoside of (
R)-alcohol.</description><subject>1-Phenylethanol</subject><subject>Bioconversion</subject><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Catharanthus roseus</subject><subject>Cell culture</subject><subject>Chiral discrimination</subject><subject>Cultured cells</subject><subject>Enzymes</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glucosylation</subject><subject>Hydroxybenzyl alcohol</subject><subject>Methods. Procedures. Technologies</subject><subject>Nicotiana tabacum</subject><issn>1381-1177</issn><issn>1873-3158</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNqFkE2LFDEQhhtRcF39CUIOInroNZV0Jt0nkUHXhUUP6jlUV1czkZ7OmI-F8deb2Vnx6Ck5PG_VW0_TvAR5BRI2776B7qEFsPbN0L-VEpRt4VFzAb3VrQbTP67_v8jT5llKP6WUCqC_aNbrpVBIxwWzD6sIsxh5_X1cBC4UdmFJYjyKvGNBZckl8iRSSQde04kmXipQM188hexxRZFxRCp7gesktph3GHHNu5JEDIlLet48mXFJ_OLhvWx-fPr4ffu5vf16fbP9cNtSJ1VuVS2H2HWd3HRkjOZODUSEUz9ZkGoYLRukaZg3aJWWPZuRDXVa2x6mySh92bw-zz3E8Ktwym7v06kurhxKcgq0GbTtKmjOINWCKfLsDtHvMR4dSHey6-7tupM6N_Tu3q6Dmnv1sAAT4TLXM8mnf2ELtpqv2PszxvXYO8_RJfK8Ek8-MmU3Bf-fRX8Auc6QCw</recordid><startdate>199901</startdate><enddate>199901</enddate><creator>Hirata, Toshifumi</creator><creator>Koya, Kazuhiko</creator><creator>Sarfo, Kwabena J.</creator><creator>Shimoda, Kei</creator><creator>Ito, Diana I.</creator><creator>Izumi, Shunsuke</creator><creator>Ohta, Shinji</creator><creator>Lee, Ym Sook</creator><general>Elsevier B.V</general><general>Elsevier Science</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>199901</creationdate><title>Glucosylation of benzyl alcohols by the cultured suspension cells of Nicotiana tabacum and Catharanthus roseus</title><author>Hirata, Toshifumi ; Koya, Kazuhiko ; Sarfo, Kwabena J. ; Shimoda, Kei ; Ito, Diana I. ; Izumi, Shunsuke ; Ohta, Shinji ; Lee, Ym Sook</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c402t-2211aa444064c553e429cccad8d71029b7e5acd9f6a72308e5be5c433781dd523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>1-Phenylethanol</topic><topic>Bioconversion</topic><topic>Bioconversions. Hemisynthesis</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Catharanthus roseus</topic><topic>Cell culture</topic><topic>Chiral discrimination</topic><topic>Cultured cells</topic><topic>Enzymes</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Glucosylation</topic><topic>Hydroxybenzyl alcohol</topic><topic>Methods. Procedures. Technologies</topic><topic>Nicotiana tabacum</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hirata, Toshifumi</creatorcontrib><creatorcontrib>Koya, Kazuhiko</creatorcontrib><creatorcontrib>Sarfo, Kwabena J.</creatorcontrib><creatorcontrib>Shimoda, Kei</creatorcontrib><creatorcontrib>Ito, Diana I.</creatorcontrib><creatorcontrib>Izumi, Shunsuke</creatorcontrib><creatorcontrib>Ohta, Shinji</creatorcontrib><creatorcontrib>Lee, Ym Sook</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of molecular catalysis. B, Enzymatic</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hirata, Toshifumi</au><au>Koya, Kazuhiko</au><au>Sarfo, Kwabena J.</au><au>Shimoda, Kei</au><au>Ito, Diana I.</au><au>Izumi, Shunsuke</au><au>Ohta, Shinji</au><au>Lee, Ym Sook</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Glucosylation of benzyl alcohols by the cultured suspension cells of Nicotiana tabacum and Catharanthus roseus</atitle><jtitle>Journal of molecular catalysis. B, Enzymatic</jtitle><date>1999-01</date><risdate>1999</risdate><volume>6</volume><issue>1</issue><spage>67</spage><epage>73</epage><pages>67-73</pages><issn>1381-1177</issn><eissn>1873-3158</eissn><abstract>The cultured cells of
Nicotiana tabacum (white cells) converted regioselectively exogenous 2-, 3-, and 4-hydroxybenzyl alcohols into corresponding hydroxybenzyl-β-
d-glucopyranoside. (
RS)-1-Phenylethanol having chiral center in its substituent was also glucosylated to give 1-phenylethyl-β-
d-glucopyranoside by the cultured cells of
N. tabacum (white and green cells) and
Catharanthus roseus. The glucosylation with the green cells of
N. tabacum occurred enantioselectively to give the glucoside of (
S)-alcohol preferentially, while the glucosylation with the white cells of
N. tabacum and the
C. roseus cells gave preferentially the glucoside of (
R)-alcohol.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/S1381-1177(98)00127-1</doi><tpages>7</tpages></addata></record> |
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language | eng |
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source | Elsevier ScienceDirect Journals |
subjects | 1-Phenylethanol Bioconversion Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Catharanthus roseus Cell culture Chiral discrimination Cultured cells Enzymes Fundamental and applied biological sciences. Psychology Glucosylation Hydroxybenzyl alcohol Methods. Procedures. Technologies Nicotiana tabacum |
title | Glucosylation of benzyl alcohols by the cultured suspension cells of Nicotiana tabacum and Catharanthus roseus |
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