Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 2705-2708 |
| Seitenumfang | 4 |
| Fachzeitschrift | Bioorganic and Medicinal Chemistry Letters |
| Jahrgang | 11 |
| Ausgabenummer | 20 |
| Frühes Online-Datum | 23 Aug. 2001 |
| Publikationsstatus | Veröffentlicht - 22 Okt. 2001 |
| Extern publiziert | Ja |
Abstract
A new de novo synthesis of the enantiomeric pair D-myo-inositol 1,2,4-trisphosphate and D-myo-inositol 2,3,6-trisphosphate is described. Starting from enantiopure dibromocyclohexenediol, several C2 symmetrical building blocks were synthesized which gave access to D-myo-inositol 1,2,4,5-tetrakisphosphate and D-myo-inositol 1,2,3,6-tetrakisphosphate. Exploiting the high regiospecificity of two partially purified phosphohydrolases from Dictyostelium, a 5-phosphatase and a phytase, the inositol tetrakisphosphates were converted enzymatically to the target compounds. Their potential to modulate the activity of Ins(3,4,5,6)P4 1-kinase was investigated and compared with the effects of D-myo-inositol 1,3,4-trisphosphate.
ASJC Scopus Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Biochemie, Genetik und Molekularbiologie (insg.)
- Molekularmedizin
- Biochemie, Genetik und Molekularbiologie (insg.)
- Molekularbiologie
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Pharmazeutische Wissenschaften
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Wirkstoffforschung
- Biochemie, Genetik und Molekularbiologie (insg.)
- Klinische Biochemie
- Chemie (insg.)
- Organische Chemie
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in: Bioorganic and Medicinal Chemistry Letters, Jahrgang 11, Nr. 20, 22.10.2001, S. 2705-2708.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Regiospecific Phosphohydrolases from Dictyostelium as Tools for the Chemoenzymatic Synthesis of the Enantiomers D-myo-Inositol 1,2,4-Trisphosphate and D-myo-Inositol 2,3,6-Trisphosphate
T2 - Non-physiological, Potential Analogues of Biologically Active D-myo-Inositol 1,3,4-Trisphosphate
AU - Adelt, Stephan
AU - Plettenburg, Oliver
AU - Dallmann, Guido
AU - Ritter, Frank P.
AU - Shears, Stephen B.
AU - Altenbach, Hans Josef
AU - Vogel, Günter
N1 - Funding Information: This work was supported by the Deutsche Forschungsgemeinschaft (Grant VO 348/3-1) and the Fonds der Chemischen Industrie.
PY - 2001/10/22
Y1 - 2001/10/22
N2 - A new de novo synthesis of the enantiomeric pair D-myo-inositol 1,2,4-trisphosphate and D-myo-inositol 2,3,6-trisphosphate is described. Starting from enantiopure dibromocyclohexenediol, several C2 symmetrical building blocks were synthesized which gave access to D-myo-inositol 1,2,4,5-tetrakisphosphate and D-myo-inositol 1,2,3,6-tetrakisphosphate. Exploiting the high regiospecificity of two partially purified phosphohydrolases from Dictyostelium, a 5-phosphatase and a phytase, the inositol tetrakisphosphates were converted enzymatically to the target compounds. Their potential to modulate the activity of Ins(3,4,5,6)P4 1-kinase was investigated and compared with the effects of D-myo-inositol 1,3,4-trisphosphate.
AB - A new de novo synthesis of the enantiomeric pair D-myo-inositol 1,2,4-trisphosphate and D-myo-inositol 2,3,6-trisphosphate is described. Starting from enantiopure dibromocyclohexenediol, several C2 symmetrical building blocks were synthesized which gave access to D-myo-inositol 1,2,4,5-tetrakisphosphate and D-myo-inositol 1,2,3,6-tetrakisphosphate. Exploiting the high regiospecificity of two partially purified phosphohydrolases from Dictyostelium, a 5-phosphatase and a phytase, the inositol tetrakisphosphates were converted enzymatically to the target compounds. Their potential to modulate the activity of Ins(3,4,5,6)P4 1-kinase was investigated and compared with the effects of D-myo-inositol 1,3,4-trisphosphate.
UR - http://www.scopus.com/inward/record.url?scp=0035935183&partnerID=8YFLogxK
U2 - 10.1016/S0960-894X(01)00536-4
DO - 10.1016/S0960-894X(01)00536-4
M3 - Article
C2 - 11591506
AN - SCOPUS:0035935183
VL - 11
SP - 2705
EP - 2708
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 20
ER -