Details
| Original language | English |
|---|---|
| Pages (from-to) | 1057-1061 |
| Number of pages | 5 |
| Journal | Tetrahedron Asymmetry |
| Volume | 11 |
| Issue number | 5 |
| Publication status | Published - 24 Mar 2000 |
| Externally published | Yes |
Abstract
The first total synthesis of Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4 is presented. Starting from p-benzoquinone, we took advantage of the C2-symmetry of conduritol-B intermediates. The target compounds were dephosphorylated by several enzymes, and the resulting InsP3 isomers were identified. Some of these enzymatic conversions were found to be preparatively applicable and to allow the synthesis of Ins(1,2,3)P3, Ins(2,3,6)P3 and Ins(1,2,4)P3. Copyright (C) 2000 Elsevier Science Ltd.
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
- Chemistry(all)
- Inorganic Chemistry
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In: Tetrahedron Asymmetry, Vol. 11, No. 5, 24.03.2000, p. 1057-1061.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - De novo synthesis of the enantiomers Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4-regiospecificity of their enzymatic dephosphorylation
AU - Plettenburg, O.
AU - Adelt, S.
AU - Vogel, G.
AU - Altenbach, H. J.
N1 - Funding Information: We are grateful to Dr. W. V. Turner for stimulating discussions and critical reading of the manuscript. This work was supported by the Deutsche Forschungsgemeinschaft (grant VO 348/2-2) and the Fonds der Chemischen Industrie.
PY - 2000/3/24
Y1 - 2000/3/24
N2 - The first total synthesis of Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4 is presented. Starting from p-benzoquinone, we took advantage of the C2-symmetry of conduritol-B intermediates. The target compounds were dephosphorylated by several enzymes, and the resulting InsP3 isomers were identified. Some of these enzymatic conversions were found to be preparatively applicable and to allow the synthesis of Ins(1,2,3)P3, Ins(2,3,6)P3 and Ins(1,2,4)P3. Copyright (C) 2000 Elsevier Science Ltd.
AB - The first total synthesis of Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4 is presented. Starting from p-benzoquinone, we took advantage of the C2-symmetry of conduritol-B intermediates. The target compounds were dephosphorylated by several enzymes, and the resulting InsP3 isomers were identified. Some of these enzymatic conversions were found to be preparatively applicable and to allow the synthesis of Ins(1,2,3)P3, Ins(2,3,6)P3 and Ins(1,2,4)P3. Copyright (C) 2000 Elsevier Science Ltd.
UR - http://www.scopus.com/inward/record.url?scp=0343130522&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(00)00063-X
DO - 10.1016/S0957-4166(00)00063-X
M3 - Article
AN - SCOPUS:0343130522
VL - 11
SP - 1057
EP - 1061
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 5
ER -