MICROBIAL TRANSFORMATION OF (-)-VERNOLIC ACID INTO (4R,5R)-5-HYDROXY-GAMMA-DECALACTONE

被引:12
|
作者
ALBRECHT, W
TRESSL, R
机构
[1] Technische Universität Berlin, Institut für Biotechnologie,Fachgebiet Chemisch-technische Analyse, Seestr. 13
关键词
D O I
10.1016/S0957-4166(00)80249-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(-) Vemolic acid, isolated and purified from seeds of Euphorbia lagascae was administered to cultures of Sporobolomyces odorus. (4R,5R)-5-Hydroxy-gamma-decalactone 1 accumulated as the main product. The configuration of the product was determined by synthesis of all four stereoisomers and comparison of spectroscopic and chromatographic data.
引用
收藏
页码:1391 / 1396
页数:6
相关论文
共 50 条
  • [21] Syntheses of (4R, 5S)- and (4S, 5R)-Muricatacins, and (4S, 5R)-aza-muricatacin, unnatural analogues of the Annonaceous acetogenin
    Konno, H
    Hiura, N
    Yanaru, M
    HETEROCYCLES, 2002, 57 (10) : 1793 - 1797
  • [22] SYNTHESIS AND INVESTIGATION ON THE MODE OF ACTION OF (4R,5S)/(4S,5R)- AND (4R,5R)/(4S,5S)-2,4,5-TRIARYL-4,5-DIHYDRO-1H-IMIDAZOLE DERIVATIVES
    Elsner, Sabrina
    Gust, Ronald
    DRUGS OF THE FUTURE, 2009, 34 : 204 - 204
  • [23] (4R,5R,10S)-N-(4-Bromophenyl)dehydroabietamide
    Gu, Wen
    Wang, Shifa
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O3270 - U2127
  • [24] Studies on the transformation of nitrosugars into iminosugars III: synthesis of (2R,3R,4R,5R,6R)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol and (2R,3R,4R,5R,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol
    Estevez, Amalia M.
    Soengas, Raquel G.
    Otero, Jose M.
    Estevez, Juan C.
    Nash, Robert J.
    Estevez, Ramon J.
    TETRAHEDRON-ASYMMETRY, 2010, 21 (01) : 21 - 26
  • [26] Pentafluorophenyl (3R,4R,5R)-5-{[(3R,4R,5R)-5-azidomethyl-3,4-dimethoxy-2,3,4,5-tetrahydro-furan-3-carbonylamino]methyl}-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxylate
    Punzo, F
    Cowley, AR
    Watkin, DJ
    Simone, MI
    Edwards, AA
    Tranter, GE
    Fleet, GWJ
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O473 - O475
  • [27] ASYMMETRIC SYNTHESES OF (5R,6R)-AEGINETOLIDE AND (5R)-DIHYDROACTINIDIOLIDE FROM "(R)-2-HYDROXY-2-METHYLCYCLOHEXANONE
    SATO, T
    FUNABORA, M
    WATANABE, M
    FUJISAWA, T
    CHEMISTRY LETTERS, 1985, (09) : 1391 - 1392
  • [28] ENANTIOSPECIFIC SYNTHESIS OF 2-CROTONYLOXY-(4R,5R,6R)-4,5,6-TRIHYDROXYCYCLOHEX-2-ENONE (COTC) FROM QUINIC ACID
    SHING, TKM
    TANG, Y
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (04) : 312 - 312
  • [29] A Rapid and Highly Diastereoselective Synthesis of Enantiomerically Pure (4R,5R)- and (4S,5S)-Isocytoxazone
    Buckley, Benjamin R.
    Page, Philip C. Bulman
    McKee, Vickie
    SYNLETT, 2011, (10) : 1399 - 1402
  • [30] Crystal structure of (2R*,4R*,5R*)-2-tert-butyl-5-hydroxy-4-methoxy-5-methyl-1,3-dioxane, C10H20O4
    Wattenbach, C
    Sippel, H
    Müller, U
    Frauenrath, H
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2000, 215 (04): : 505 - 506