A new type of 5-deazaflavin derivative with axial and planar chirality was synthesized as a fl.avcenzyme model. A novel optical resolution gave an enantiomeric pair of ths 5deazaflavins la,b, Cbmpoundsla,b were optically stable and effectively discriminated FWPH enantiomers in a model reaction of in
✦ LIBER ✦
Synthesis of new deazaflavins with planar chirality. Redox-induced “rope-skipping” racemization
✍ Scribed by Seiji Shinkai; Toshiro Yamaguchi; Hideki Nakao; Osamu Manabe
- Book ID
- 104218410
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 223 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
New S-deazaflavins with planar chirality (dFl(n)) were synthesized in which N(3) and O(Z'a) in the lo-(2'-hydroxy)phenyl group were linked by a +CHZ+~ chain (n=E ,lO) . (+)-dFl(n=8) showed a large chiral discrimination in fluorescence quenching by (R)-and (S)-l,l'-bi-2naphthol.
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