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  • 1
    Electronic Resource
    Electronic Resource
    Biosynthesis of brassinolide from teasterone via typhasterol and castasterone in cultured cells of Catharanthus roseus (1994)
    Springer
    Journal of plant growth regulation 13 (1994), S. 21-26 
    Details
    ISSN: 1435-8107
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract The biosynthesis of brassinolide (BL) in crown gall and nontransformed cells of Catharanthus roseus in which BL, castasterone (CS), typhasterol (TY), and teasterone (TE) are endogenous was investigated using deuterated TY and TE as substrates. The metabolites were analyzed by gas chromatography-mass spectrometry (GC-MS) and/or GC-selected ion monitoring (SIM). It was found that these cells converted TY to CS and BL, as well as TE to TY and CS. Because the pathway from CS to BL in the cells has already been confirmed, a biosynthetic sequence of TE → TY → CS → BL was established. Reversible conversion between TE and TY was observed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00210703
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  • 2
    Electronic Resource
    Electronic Resource
    Occurrence of Potential Brassinosteroid Precursor Steroids in Seeds of Wheat and Foxtail Millet (1999)
    Springer
    Journal of plant research 112 (1999), S. 27-33 
    Details
    ISSN: 1618-0860
    Keywords: Keywords: Triticum aestivum L., Setaria italica Beauv., 5α-steroidal 3-one, steroidal 4-en-3-one, 24-ethylcholesta-4, 24(28)Z-dien-3-one, brassinosteroid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Triticum aestivum L.) and foxtail millet (Setaria italica Beauv.) were found by GC-MS to contain, in addition to bulk sterols, 4-en-3-one steroids including 24-ethylcholesta-4,24(28)Z- dien-3-one (a new steroid), 24-methylcholest-4-en-3-one, 24-ethylcholesta-4,22E-dien-3-one and 24-ethylcholest-4-en-3-one, as well as 5α-steroidal 3-one compounds including 24-methyl-5α-cholestan-3-one, 24-ethyl-5α-cholestan-3-one and 24-ethyl 5α-cholest-22E-en-3-one (in S. italica only). Analysis of free sterol and steryl ester fractions indicated that campestanol and sitostanol were present at high levels in both seeds. These results suggest that the seeds of T. aestivum and S. italica synthesize campestanol from campesterol via 24-methylcholest-4-en-3-one and 24-methyl-5α-cholestan-3-one as has already been demonstrated in Arabidopsis thaliana L., and also produce sitostanol from sitosterol via 24-ethylcholest-4-en-3-one and 24-ethyl-5α-chotestan-3-one. Biosynthetic relationships of campestanol and sitostanol with C28 and C29 brassinosteroids are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/PL00013857
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  • 3
    Electronic Resource
    Electronic Resource
    Biosynthesis of brassinolide from castasterone in cultured cells of Catharanthus roseus (1993)
    Springer
    Journal of plant growth regulation 12 (1993), S. 101-106 
    Details
    ISSN: 1435-8107
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Feeding experiments with tritium- and deuterium-labeled castasterone (CS) were conducted with three cell lines of Catharanthus roseus, including crown gall cells and nontransformed cells. In all three cell lines, the conversion of CS to brassinolide (BL) was observed and unequivocally confirmed by gas chromatography/mass spectrometry (GC/MS). This is the first conclusive evidence that CS is the biosynthetic precursor of BL.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00193241
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  • 4
    Electronic Resource
    Electronic Resource
    Application of [Mo2(OAc)4] for determination of absolute configuration of brassinosteroid vic-diols by circular dichroism (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 578-582 
    Details
    ISSN: 0899-0042
    Keywords: 1,2-diols ; chiral Mo complexes ; transition metal complexes ; difference CD ; sum CD ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The in situ complexes of dimolybdenum tetraacetate [Mo2(OAc)4] with vicinal diols give CD spectra suitable for determination of their absolute configuration. Positive (negative) torsional angle in the O-C-C-O moiety leads to a positive (negative) Cotton effect at around 300 nm. The extension of this rule to compounds containing a second vic-diol moiety in the same molecule is studied on brassinosteroid vic-diols 1-14. It is demonstrated that the in situ method allows fast and easy configurational assignment of both glycol moieties present in brassinosteroids on the basis of the sum and difference CDs of respective pairs of (22S,23S)- and (22R,23R)-isomers. Chirality 9:578-582, 1997. © 1997 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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