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Volumn 349, Issue 6, 2007, Pages 817-821

A thermostable aldolase for the synthesis of 3-deoxy-2-ulosonic acids

Author keywords

3 deoxy 2 ulosonic acids; Aldol reaction; Aldolase; Diastereoselectivity; Pyruvate

Indexed keywords


EID: 34547356106     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200600520     Document Type: Article
Times cited : (17)

References (47)
  • 31
    • 34547314963 scopus 로고    scopus 로고
    • AU 3-deoxy-2-ulosonic acids are drawn in their openchain form for clarity, although they exist in solution as a mixture of interconverting open-chain and cyclic α-/ β-pyranose forms. NMR spectroscopic analysis of the structures of some 3-deoxy-ulosonic acids is further complicated by their ability to access cyclic α-/β-furanose forms.
    • AU 3-deoxy-2-ulosonic acids are drawn in their openchain form for clarity, although they exist in solution as a mixture of interconverting open-chain and cyclic α-/ β-pyranose forms. NMR spectroscopic analysis of the structures of some 3-deoxy-ulosonic acids is further complicated by their ability to access cyclic α-/β-furanose forms.
  • 35
    • 34547295527 scopus 로고    scopus 로고
    • We have found that the C2-sugar glycolaldehyde is an excellent substrate for KDG-aldolase displaying an activity of 32.0 μmol,min -1mg-1. The stereochemical outcome and biological relevance of this KDG-aldolasecatalysed reaction will be discussed elsewhere
    • -1. The stereochemical outcome and biological relevance of this KDG-aldolasecatalysed reaction will be discussed elsewhere.
  • 38
    • 34547297007 scopus 로고    scopus 로고
    • 5-sugars D-arabinose, L-arabinose, D-lyxose, Llyxose, D-ribose, L-ribose, D-xylose, and L-xylose were screened for KDG-aldolase activity in this study.
    • 5-sugars D-arabinose, L-arabinose, D-lyxose, Llyxose, D-ribose, L-ribose, D-xylose, and L-xylose were screened for KDG-aldolase activity in this study.
  • 39
    • 34547276453 scopus 로고    scopus 로고
    • Glyceraldehyde was employed in this large-scale preparative reaction because it is significantly cheaper than D-glyceraldehyde
    • (rac)-Glyceraldehyde was employed in this large-scale preparative reaction because it is significantly cheaper than D-glyceraldehyde.
  • 40
    • 0000077155 scopus 로고    scopus 로고
    • 13CNMR spectroscopic data for KDG and KDGaI were identical to those reported in the literature : a R. Plantier-Royon, F. Cardona, D. Anker, G. Condemine, W. Nasser, J. Robert-Baudouy, J. Carbohydr. Chem. 1991, 10, 787
    • 13CNMR spectroscopic data for KDG and KDGaI were identical to those reported in the literature : a) R. Plantier-Royon, F. Cardona, D. Anker, G. Condemine, W. Nasser, J. Robert-Baudouy, J. Carbohydr. Chem. 1991, 10, 787
  • 43
    • 34547323354 scopus 로고    scopus 로고
    • The remaining mass balance from this separation was composed of a mixture of D-KDG and D-KDGaI that could be separated by further rounds of ion-exchange chromatography as required
    • The remaining mass balance from this separation was composed of a mixture of D-KDG and D-KDGaI that could be separated by further rounds of ion-exchange chromatography as required.
  • 44
    • 0028964105 scopus 로고    scopus 로고
    • For reports of other syntheses of 3-deoxy-hept-2-ulosonic acids see: a 3-deoxy-D-lyxo-hept-2-ulopyranosonic acid, C Augé, V. Delest, Tetrahedron: Asymmetry, 1995, 6, 863
    • For reports of other syntheses of 3-deoxy-hept-2-ulosonic acids see: a) 3-deoxy-D-lyxo-hept-2-ulopyranosonic acid, C Augé, V. Delest, Tetrahedron: Asymmetry, 1995, 6, 863
  • 45
    • 33645959543 scopus 로고    scopus 로고
    • 3-deoxy-D-ribo-hept-2-ulosonic acid, V. Kikelj, R. Plantier-Royon, C. Portella, Synthesis 2006, 1200
    • b) 3-deoxy-D-ribo-hept-2-ulosonic acid, V. Kikelj, R. Plantier-Royon, C. Portella, Synthesis 2006, 1200
  • 46
    • 85197333284 scopus 로고    scopus 로고
    • 3-deoxy-D-arabino-hept-2-ulosonic acid, M. Reiner, F. Stolz, R. Schmidt, Eur. J Org. Chem. 2002, 57
    • c) 3-deoxy-D-arabino-hept-2-ulosonic acid, M. Reiner, F. Stolz, R. Schmidt, Eur. J Org. Chem. 2002, 57
  • 47
    • 34547255925 scopus 로고    scopus 로고
    • 3-deoxy-L-xylo-hept-2-ulosonic acid, V. I. Kornilov, I.I. Bicherova, S. V. Turik, Y. A. Zhdanov, Z. Obs. Khim. 1987, 57, 944.
    • d) 3-deoxy-L-xylo-hept-2-ulosonic acid, V. I. Kornilov, I.I. Bicherova, S. V. Turik, Y. A. Zhdanov, Z. Obs. Khim. 1987, 57, 944.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.