Please use this identifier to cite or link to this item:
https://doi.org/10.1016/j.tetasy.2009.04.006
Title: | Enantioselective benzylic hydroxylation of indan and tetralin with Pseudomonas monteilii TA-5 | Authors: | Lie, F. Chen, Y. Wang, Z. Li, Z. |
Issue Date: | 5-Jun-2009 | Citation: | Lie, F., Chen, Y., Wang, Z., Li, Z. (2009-06-05). Enantioselective benzylic hydroxylation of indan and tetralin with Pseudomonas monteilii TA-5. Tetrahedron Asymmetry 20 (10) : 1206-1211. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tetasy.2009.04.006 | Abstract: | A set of 22 toluene- and ethylbenzene-degrading strains were screened for the enantioselective benzylic hydroxylation of indan and tetralin, and Pseudomonas monteilii TA-5 was discovered as an active and selective biocatalyst for such hydroxylations. Cells of P. monteilii TA-5 can be easily grown to a high density and demonstrated a specific hydroxylation activity of 24 U/g cdw (cell dry weight). Conditions for the hydroxylation of indan 1a and tetralin 1b with resting cells of this strain were optimized, to give the corresponding (R)-1-indanol 2a and (R)-1-tetralol 2b in 99% ee and 62-67% yields, respectively. No significant product inhibition was observed, and biohydroxylation with cell-free extracts suggested that the responsible hydroxylase is a soluble enzyme depending on either NADH or NADPH. Preparative biohydroxylation was demonstrated with resting cells as biocatalysts, affording (R)-2a in 99% ee and 65% yield, and (R)-2b in 99% ee and in 63% yield, respectively. © 2009 Elsevier Ltd. All rights reserved. | Source Title: | Tetrahedron Asymmetry | URI: | http://scholarbank.nus.edu.sg/handle/10635/63830 | ISSN: | 09574166 | DOI: | 10.1016/j.tetasy.2009.04.006 |
Appears in Collections: | Staff Publications |
Show full item record
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.