Hecht, S. and Amslinger, S. and Jauch, J. and Kis, K. and Trentinaglia, V. and Adam, P. and Eisenreich, W. and Bacher, A. and Rohdich, F. (2002) Studies on the non-mevalonate isoprenoid biosynthetic pathway. Simple methods for preparation of isotope-labeled (E)-1-hydroxy-2-methylbut-2-enyl 4-diphosphate. Tetrahedron Lett. 43 (49), pp. 8929-8933.
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(E)-1-Hydroxy-2-methylbut-2-enyl 4-diphosphate (6) has been recently detected as an intermediate of isoprenoid biosynthesis via 1-deoxy-D-xylulose 5-phosphate. The compound was synthesized in two steps from 2-methyl-2-vinyloxirane with an overall yield of 72%. We also report a method affording [1-H-3]-6 and [1-H-2(1)]-6 from the same starting material in four steps where the hydrogen isotope is introduced in the last reaction step from deuterated or tritiated sodium borohydride. The radiochemical yield of [1-H-3]-6 was 15%. (C) 2002 Elsevier Science Ltd. All rights reserved.
|Additional information (public):||Times Cited: 10|
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger|
|Keywords:||Escherichia-coli precursor thiamin d-1-deoxyxylulose 5-phosphate pyridoxol thiazole|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||No|
|Owner:||Dr. Sabine Amslinger|
|Deposited On:||24 Nov 2009 14:43|
|Last Modified:||12 Nov 2012 13:54|