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Volumn 7, Issue 8, 1996, Pages 2185-2188

Transketolase from Escherichia coli: A practical procedure for using the biocatalyst for asymmetric carbon-carbon bond synthesis

Author keywords

[No Author keywords available]

Indexed keywords

PYRUVIC ACID DERIVATIVE; TRANSKETOLASE;

EID: 0030220903     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00266-2     Document Type: Article
Times cited : (75)

References (19)
  • 3
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    • 2. W.D. Fessner, G. Sinerius, A. Schneider, M. Dreyer, G.E. Schulz, J. Badia, and J. Aguilar, Angew. Chem., Int. Ed. Engl., 1991, 30, 555; I. Henderson, C.-H. Wong, and K.B. Sharpless, J. Am. Chem. Soc., 1994, 116, 558.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 558
    • Henderson, I.1    Wong, C.-H.2    Sharpless, K.B.3
  • 8
    • 84985534669 scopus 로고
    • 4. F. Effenberger, Angew. Chem., Int. Ed. Engl., 1987, 26, 458; N. Klempier, H. Griengl, and M. Hayn, Tetrahedron Lett., 1993, 34, 4769; V.I. Ognyanov, V.K. Datcheva, and K.S. Kyler, J. Am. Chem. Soc., 1991, 113, 6992.
    • (1987) Angew. Chem., Int. Ed. Engl. , vol.26 , pp. 458
    • Effenberger, F.1
  • 9
    • 0027325846 scopus 로고
    • 4. F. Effenberger, Angew. Chem., Int. Ed. Engl., 1987, 26, 458; N. Klempier, H. Griengl, and M. Hayn, Tetrahedron Lett., 1993, 34, 4769; V.I. Ognyanov, V.K. Datcheva, and K.S. Kyler, J. Am. Chem. Soc., 1991, 113, 6992.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4769
    • Klempier, N.1    Griengl, H.2    Hayn, M.3
  • 10
    • 21644489778 scopus 로고
    • 4. F. Effenberger, Angew. Chem., Int. Ed. Engl., 1987, 26, 458; N. Klempier, H. Griengl, and M. Hayn, Tetrahedron Lett., 1993, 34, 4769; V.I. Ognyanov, V.K. Datcheva, and K.S. Kyler, J. Am. Chem. Soc., 1991, 113, 6992.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 6992
    • Ognyanov, V.I.1    Datcheva, V.K.2    Kyler, K.S.3
  • 15
    • 0011860854 scopus 로고
    • Academic Press, New York
    • 9. HPA assayed by the reported method; A.W. Holldorf, in Methods in Enzymology, Academic Press, New York, 1966, Volume 3, p.578.
    • (1966) Methods in Enzymology , vol.3 , pp. 578
    • Holldorf, A.W.1
  • 16
    • 85030275342 scopus 로고    scopus 로고
    • note
    • 3) was added to aid solubility of the remaining aldehyde and hence ensure complete reaction. The reaction was terminated after 24h by which time uptake of aq. HCl had ceased. Addition of flash silica (̃4g) followed by removal of the water/THF under reduced pressure and flash chromatography (ethyl acetate-petrol = 2:3 then ethyl acetate-methanol = 9:1) afforded 5-O-benzyl-D-xylulose 3a (1.262 g, 5.3 mmol, 76%).
  • 17
    • 85030270045 scopus 로고    scopus 로고
    • We are currently utilising the triol 3a for the synthesis of target natural products, details of which will be published in due course
    • 11. We are currently utilising the triol 3a for the synthesis of target natural products, details of which will be published in due course.
  • 19
    • 85030274264 scopus 로고    scopus 로고
    • note
    • 3) followed by careful addition of aq, KOH (5M) until a stable pH of 9.0 was achieved. At no time during the addition was the pH allowed to exceed 9.5. The reaction mixture was then adjusted to pH 5.0 by addition of glacial acetic acid and concentrated under vacuum until crystals of the product had just begun to appear. Subsequent refrigeration overnight, filtration and drying over phosphorus pentoxide afforded highly crystalline potassium hydroxypyruvate (24.46g, 0.17 mol, 36%).


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