| Autor: |
Zhang, Honglu, Shibuya, Kyohei, Hemmi, Hisashi, Nishino, Tokuzo, D. Prestwich, Glenn |
| Zdroj: |
Organic Letters; March 2006, Vol. 8 Issue: 5 p943-946, 4p |
| Abstrakt: |
To determine the enantioselectivity of (S)-2,3-di-O-geranylgeranylglyceryl phosphate synthase (DGGGPS) from the thermoacidophilic archaeon Sulfolobus solfataricus, we developed an efficient enantioselective route to the enantiomeric geranylgeranylglyceryl phosphates (R)-GGGP and (S)-GGGP. Previous routes to these substrates involved enzymatic conversions due to the lability of the polyprenyl chains toward common phosphorylation reaction conditions. The synthesis described herein employs a mild trimethyl phosphite/carbon tetrabromide oxidative phosphorylation to circumvent this problem. In contrast to previous results suggesting that only (S)-GGGP can act as the prenyl acceptor substrate, both (R)-GGGP and (S)-GGGP were found to be substrates for DGGGPS. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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