Cited by 19Plant biochemistry and biosynthesisPlant tissue culture and regenerationSteroid Chemistry and Biochemistry

Biosynthesis of 20-hydroxyecdysone in Ajuga hairy roots: The possibility of 7-ene introduction at a late stage

Hyodo, Ryo, Fujimoto, Yoshinori·2000·Phytochemistry

Abstract

Administration of [3alpha-2H]-3beta-hydroxy-5beta-cholestan-6-one to hairy roots of Ajuga reptans var. atropurpurea followed by 2H-NMR spectroscopic analysis of the resulting 20-hydroxyecdysone so formed revealed that the substrate was efficiently incorporated into the latter. Additionally, [5beta,7alpha,7beta-2H3]-2beta,3beta-dihydroxy-+ ++5beta-cholestan-6-one was converted into 20-hydroxyecdysone. These findings clearly indicate that Ajuga hairy roots are capable of introducing a double bond at the 7-position at a late stage of 20-hydroxyecdysone biosynthesis, suggesting the possibility of an alternative biosynthetic pathway which does not involve 7-dehydrocholesterol as an obligatory intermediate.

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Crossref · 10.1016/s0031-9422(00)00018-2

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20 of 20 references verified0 citation errors · 0 not checkable

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  • In Ajaga reptans hairy roots, 3β-hydroxy-5β-cholestan-6-one is converted into 2β,3β-dihydroxy-5β-cholestan-6-one and subsequently converted into 20-HE; therefore, 7-ene is added afterward during biosynthesis.

    “In Ajaga reptans hairy roots, 3β-hydroxy-5β-cholestan-6-one is converted into 2β,3β-dihydroxy-5β-cholestan-6-one and subsequently converted into 20-HE; therefore, this concludes that 7-ene is added afterward during biosynthesis [146].”

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Authors
Hyodo, R., & Fujimoto, Y.
Affiliations
Tokyo Institute of Technology (JP)
Venue
Phytochemistry
Publisher
Elsevier BV
Published
2000-04
Volume
53
Issue
7
Pages
733-737
ISSN
0031-9422 (ISSN-L)
OpenAlex
W1969925710
Cited by
19
References
20
Citations by year
2026: 2 · 2025: 1 · 2023: 1 · 2022: 1 · 2020: 1 · 2018: 2 · 2016: 2 · 2015: 2 · 2014: 1
FWCI
0.24
Type
journal article
Language
en
Open access
closed
Locations
  • Phytochemistry (publishedVersion)
  • PubMed (publishedVersion)
Funders
Ministry of Education, Culture, Sports, Science and Technology
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant tissue culture and regeneration
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
Keywords
Ajuga reptans, hairy roots, steroidogenesis, 7-dehydrocholesterol, alternative biosynthetic pathway
MeSH terms
Ecdysterone, Magnetic Resonance Spectroscopy, Mass Spectrometry, Plant Roots

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