3-OXOTEASTERONE AND THE EPIMERIZATION OF TEASTERONE - IDENTIFICATION IN LILY ANTHERS AND DISTYLIUM-RACEMOSUM LEAVES AND ITS BIOTRANSFORMATION INTO TYPHASTEROL

被引：37
作者：
ABE, H
HONJO, C
KYOKAWA, Y
ASAKAWA, S
NATSUME, M
NARUSHIMA, M
机构：
[1] Department of Applied Biological Sciences, Tokyo University of Agriculture and Technology, Fuchu
来源：
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1994年 / 58卷 / 05期
关键词：
D O I：
10.1271/bbb.58.986
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
3-Oxo TE has been assumed to be involved as a biosynthetic intermediate in the epimerization of the C-3 hydroxyl group of teasterone to typhasterol. We have isolated and identified it in lily anthers by using normal-phase HPLC. Mass spectral analysis, chemical synthesis, and identification of the biotransformation product by lily cell cultures confirmed it to be 3-oxo TE. Reduction of this compound stereoselectively transformed it into typhasterol in cell cultures. It is suggested that 3-oxo TE is distributed widely in the plant kingdom as a biosynthetic intermediate from TE to TY.
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页码：986 / 989
页数：4
相关论文
共 13 条
  • [1] ABE H, 1991, ACS SYM SER, V474, P18
  • [2] ABE H, 1991, ACS SYM SER, V474, P200
  • [3] A NEW BRASSINOLIDE-RELATED STEROID IN THE LEAVES OF THEA-SINENSIS
    ABE, H
    MORISHITA, T
    UCHIYAMA, M
    TAKATSUTO, S
    IKEKAWA, N
    [J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1984, 48 (08): : 2171 - 2172
  • [4] SYNTHESIS OF BRASSINOLIDE .4. FACILE SYNTHESES OF BRASSINOSTEROIDS - BRASSINOLIDE, CASTASTERONE, TEASTERONE AND TYPHASTEROL
    ABURATANI, M
    TAKEUCHI, T
    MORI, K
    [J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1987, 51 (07): : 1909 - 1913
  • [5] C-13 NMR ASSIGNMENTS OF BRASSINOSTEROIDS BY 2-DIMENSIONAL TECHNIQUES
    ANDO, T
    ABURATANI, M
    KOSEKI, N
    ASAKAWA, S
    MOURI, T
    ABE, H
    [J]. MAGNETIC RESONANCE IN CHEMISTRY, 1993, 31 (01) : 94 - 99
  • [6] TEASTERONE 3-MYRISTATE - A NEW-TYPE OF BRASSINOSTEROID DERIVATIVE IN LILIUM-LONGIFLORUM ANTHERS
    ASAKAWA, S
    ABE, H
    KYOKAWA, Y
    NAKAMURA, S
    NATSUME, M
    [J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1994, 58 (01) : 219 - 220
  • [7] ANALYSIS OF NATURAL BRASSINOSTEROIDS BY GAS-CHROMATOGRAPHY AND GAS-CHROMATOGRAPHY MASS-SPECTROMETRY
    IKEKAWA, N
    TAKATSUTO, S
    KITSUWA, T
    SAITO, H
    MORISHITA, T
    ABE, H
    [J]. JOURNAL OF CHROMATOGRAPHY, 1984, 290 (MAY): : 289 - 302
  • [8] STUDIES ON PLANT-TISSUE CULTURES .58. BIOTRANSFORMATION OF DIGITOXIGENIN BY CELL-SUSPENSION CULTURES OF STROPHANTHUS-INTERMEDIUS
    KAWAGUCHI, K
    HIROTANI, M
    FURUYA, T
    [J]. PHYTOCHEMISTRY, 1989, 28 (04) : 1093 - 1097
  • [9] ECDYSONE OXIDASE - REACTION AND SPECIFICITY
    KOOLMAN, J
    KARLSON, P
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1978, 89 (02): : 453 - 460
  • [10] BIOTRANSFORMATION OF AROMATIC KETONES WITH CELL-CULTURES OF CARROT, TOBACCO AND GARDENIA
    NAOSHIMA, Y
    AKAKABE, Y
    [J]. PHYTOCHEMISTRY, 1991, 30 (11) : 3595 - 3597
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