Tetrahedron, volume 62, issue 17, pages 3969-3976

Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants

Sevestre Aurélie 1
Charmantray Franck 1
Hélaine Virgil 1
Lásiková Angelika 1
Hecquet Laurence 1
1
 
Laboratoire de Synthèse Et Etude de Systèmes à Intérêt Biologique, UMR CNRS 6504, Université Blaise Pascal, 63177 Aubière Cedex, France
Publication typeJournal Article
Publication date2006-04-01
Journal: Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.1
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
For the screening of yeast transketolase (TK) variants with improved or new properties acquired by random mutagenesis, we report on the stereoselective synthesis of fluorogenic substrates as probes for measuring TK activity. Compound 1 (7-(2′,3′,5′-trihydroxy-4′-oxo-pentyl)oxycoumarine), prepared as previously described, [Tetrahedron Lett. 2003, 44, 827–830] enabled us to evaluate wild type TK velocity in a simple, specific and reproducible way. To select TK mutants able to produce d-threo aldoses, we prepared compound 2 (dihydroxy-4-O-(2′-oxo-benzopyran-7′-yl-D-threose) from dimethyl tartrate. Starting from d-ribose, we successfully obtained compound 3 (7′-(2,3,5-trihydroxy-4-oxo-pentyl)oxycoumarine) as a probe for TK mutants able to produce l-erythro ketoses.

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GOST Copy
Sevestre A. et al. Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants // Tetrahedron. 2006. Vol. 62. No. 17. pp. 3969-3976.
GOST all authors (up to 50) Copy
Sevestre A., Charmantray F., Hélaine V., Lásiková A., Hecquet L. Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants // Tetrahedron. 2006. Vol. 62. No. 17. pp. 3969-3976.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tet.2006.02.033
UR - https://doi.org/10.1016%2Fj.tet.2006.02.033
TI - Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants
T2 - Tetrahedron
AU - Sevestre, Aurélie
AU - Charmantray, Franck
AU - Hélaine, Virgil
AU - Lásiková, Angelika
AU - Hecquet, Laurence
PY - 2006
DA - 2006/04/01 00:00:00
PB - Elsevier
SP - 3969-3976
IS - 17
VL - 62
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
Cite this
BibTex Copy
@article{2006_Sevestre,
author = {Aurélie Sevestre and Franck Charmantray and Virgil Hélaine and Angelika Lásiková and Laurence Hecquet},
title = {Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants},
journal = {Tetrahedron},
year = {2006},
volume = {62},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016%2Fj.tet.2006.02.033},
number = {17},
pages = {3969--3976},
doi = {10.1016/j.tet.2006.02.033}
}
MLA
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MLA Copy
Sevestre, Aurélie, et al. “Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants.” Tetrahedron, vol. 62, no. 17, Apr. 2006, pp. 3969-3976. https://doi.org/10.1016%2Fj.tet.2006.02.033.
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