Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells
Benzophenone and bisphenol A are environmental pollutions, which have been listed among “chemicals suspected of having endocrine disrupting effects” by the World Wildlife Fund, the National Institute of Environmental Health Sciences in the USA and the Japanese Environment Agency. The cultured cells...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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SAGE Publishing
2009-01-01
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| Series: | Environmental Health Insights |
| Subjects: | |
| Online Access: | http://www.la-press.com/phytoremediation-of-benzophenone-and-bisphenol-a-by-glycosylation-with-a1398 |
| _version_ | 1819050464010829824 |
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| author | Kei Shimoda Hatsuyuki Hamada Hiroki Hamada |
| author_facet | Kei Shimoda Hatsuyuki Hamada Hiroki Hamada |
| author_sort | Kei Shimoda |
| collection | DOAJ |
| description | Benzophenone and bisphenol A are environmental pollutions, which have been listed among “chemicals suspected of having endocrine disrupting effects” by the World Wildlife Fund, the National Institute of Environmental Health Sciences in the USA and the Japanese Environment Agency. The cultured cells of Nicotiana tabacum glycosylated benzophenone to three glycosides, 4-O-β-D-glucopyranosylbenzophenone (9%), diphenylmethyl β-D-glucopyranoside (14%), and diphenylmethyl 6-O-(β-D-glucopyranosyl)-β-D-glucopyranoside (12%) after 48 h incubation. On the other hand, incubation of benzophenone with immobilized cells of N. tabacum in sodium alginate gel gave products in higher yields, i.e. the yields of 4-O-β-D-glucopyranosylbenzophenone, diphenylmethyl β-D-glucopyranoside, and diphenylmethyl 6-O-(β-D-glucopyranosyl)-β-D-glucopyranoside were 15, 27, and 22%, respectively. Bisphenol A was converted into three glycosides, 2,2-bis(4-β-D-glucopyranosyloxyphenyl)propane (16%), 2-(4-β-D-glucopyranosyloxy-3-hydroxyphenyl)-2-(4-β-D-gluco- pyranosyloxyphenyl) propane (8%), and 2-(3-β-D-glucopyranosyloxy-4-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphe nyl)propane (5%). Also the use of immobilized N. tabacum cells improved the yield of products; the glycosylation of bisphenol A with immobilized N. tabacum gave 2,2-bis(4-β-D-glucopyranosyloxyphenyl)propane (24%), 2-(4-β-D-gluco- pyranosyloxy-3-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphenyl) propane (15%), and 2-(3-β-D-glucopyranosyloxy- 4-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphenyl)propane (11%). |
| first_indexed | 2024-12-21T11:48:27Z |
| format | Article |
| id | doaj.art-21e69ef4099c4b0bb6b8db313497db16 |
| institution | Directory Open Access Journal |
| issn | 1178-6302 |
| language | English |
| last_indexed | 2024-12-21T11:48:27Z |
| publishDate | 2009-01-01 |
| publisher | SAGE Publishing |
| record_format | Article |
| series | Environmental Health Insights |
| spelling | doaj.art-21e69ef4099c4b0bb6b8db313497db162022-12-21T19:05:06ZengSAGE PublishingEnvironmental Health Insights1178-63022009-01-0131925Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant CellsKei ShimodaHatsuyuki HamadaHiroki HamadaBenzophenone and bisphenol A are environmental pollutions, which have been listed among “chemicals suspected of having endocrine disrupting effects” by the World Wildlife Fund, the National Institute of Environmental Health Sciences in the USA and the Japanese Environment Agency. The cultured cells of Nicotiana tabacum glycosylated benzophenone to three glycosides, 4-O-β-D-glucopyranosylbenzophenone (9%), diphenylmethyl β-D-glucopyranoside (14%), and diphenylmethyl 6-O-(β-D-glucopyranosyl)-β-D-glucopyranoside (12%) after 48 h incubation. On the other hand, incubation of benzophenone with immobilized cells of N. tabacum in sodium alginate gel gave products in higher yields, i.e. the yields of 4-O-β-D-glucopyranosylbenzophenone, diphenylmethyl β-D-glucopyranoside, and diphenylmethyl 6-O-(β-D-glucopyranosyl)-β-D-glucopyranoside were 15, 27, and 22%, respectively. Bisphenol A was converted into three glycosides, 2,2-bis(4-β-D-glucopyranosyloxyphenyl)propane (16%), 2-(4-β-D-glucopyranosyloxy-3-hydroxyphenyl)-2-(4-β-D-gluco- pyranosyloxyphenyl) propane (8%), and 2-(3-β-D-glucopyranosyloxy-4-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphe nyl)propane (5%). Also the use of immobilized N. tabacum cells improved the yield of products; the glycosylation of bisphenol A with immobilized N. tabacum gave 2,2-bis(4-β-D-glucopyranosyloxyphenyl)propane (24%), 2-(4-β-D-gluco- pyranosyloxy-3-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphenyl) propane (15%), and 2-(3-β-D-glucopyranosyloxy- 4-hydroxyphenyl)-2-(4-β-D-glucopyranosyloxyphenyl)propane (11%).http://www.la-press.com/phytoremediation-of-benzophenone-and-bisphenol-a-by-glycosylation-with-a1398glycosylationbenzophenonebisphenol Aβ-glycosideNicotiana tabacumimmobilized cells |
| spellingShingle | Kei Shimoda Hatsuyuki Hamada Hiroki Hamada Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells Environmental Health Insights glycosylation benzophenone bisphenol A β-glycoside Nicotiana tabacum immobilized cells |
| title | Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells |
| title_full | Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells |
| title_fullStr | Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells |
| title_full_unstemmed | Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells |
| title_short | Phytoremediation of Benzophenone and Bisphenol A by Glycosylation with Immobilized Plant Cells |
| title_sort | phytoremediation of benzophenone and bisphenol a by glycosylation with immobilized plant cells |
| topic | glycosylation benzophenone bisphenol A β-glycoside Nicotiana tabacum immobilized cells |
| url | http://www.la-press.com/phytoremediation-of-benzophenone-and-bisphenol-a-by-glycosylation-with-a1398 |
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