Mechanism of the double bond isomerization from Δ(24(28)) to Δ(24(25)) in sitosterol biosynthesis in higher plants

Tetrahedron Letters

Volumn 40, Issue 50, 1999, Pages 8863-8866

  Okuzumi, Tatsuya ^a   Hara, Noriyuki ^a   Fujimoto, Yoshinori ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Biosynthesis; NMR; Stereochemistry; Steroids; Sterol

Indexed keywords

FUCOSTEROL; SITOSTEROL; STEROID;

ARTICLE; BIOSYNTHESIS; CELL CULTURE; HIGHER PLANT; ISOMERISM; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; RICE; STEREOCHEMISTRY;

EMBRYOPHYTA; ORYZA SATIVA;

EID: 0033544755     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01862-6     Document Type: Article

References (8)

1. Nes, W. R.; McKean, M. Biochemistry of Steroids and Other Isopentenoids; University Park Press: Baltimore, 1977; pp. 326-410.
2. Yamada, J.; Morisaki, M.; Iwai, K.; Hamada, H.; Sato, N.; Fujimoto, Y. Tetrahedron 1997, 53, 877-884.
3. Fujimoto, Y.; Sato, N.; Okuzumi, T.; Yamada, J.; Morisaki, M. Bioorg. Med. Chem. Lett. 1998, 8, 205-208.
4. Nasu, K.; Takahashi, K.; Morisaki, M.; Fujimoto, Y., unpublished results.
5. Fujimoto, Y.; Sato, N.; Sekiyama, Y.; Ito, M.; Suzuki, T.; Hamada, H.; Morisaki, M. Nat. Prod. Lett. 1998, 11, 207-210 and references cited therein.
6. Rawlings, B. D.; Reese, P. B.; Ramer, S. E.; Vederas, J. C. J. Am. Chem. Soc. 1989, 111, 3391-3399 and references cited therein.
7. Fujimoto, Y.; Ikekawa, N. J. Org. Chem. 1979, 44, 1011-1012.
8. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.