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Number of results
2007 | 54 | 4 | 869-872

Article title

Synthesis of a quaternary polyprenyl ammonium salt

Content

Title variants

Languages of publication

EN

Abstracts

EN
Reaction of primary C55-allylic alcohol moraprenol (WT3C7-9-OH, a polyprenol from mulberry leaves) with triethylamine in the presence of phosphorus oxychloride leads to a quaternary ammonium chloride with a good yield (72%) and high cis-stereoselectivity of the terminal isoprene unit. Cationic polyprenyl derivatives may be useful for transfection and immunological studies.

Year

Volume

54

Issue

4

Pages

869-872

Physical description

Dates

published
2007
received
2007-08-08
accepted
2007-10-11
revised
2007-10-11
(unknown)
2007-12-11

Contributors

author
  • Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
  • Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
  • Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
  • Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
  • Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

References

  • Bugg TDH, Brandish PE (1994) FEMS Microbiol Lett 119: 255-262.
  • Danilov LL, Chojnacki T (1981) FEBS Lett 131: 310-312.
  • Danilov LL, Shibaev VN (1991) In Studies in natural products chemistry. Atta-ur-Rahman ed, 8: 63-114. Elsevier, Amsterdam, Oxford, New York, Tokyo.
  • Danilov LL, Maltsev SD, Shibaev VN (1991) Russ J Bioorganic Chem 17: 739-740 (Engl. Transl.).
  • Danilov LL, Maltsev SD, Deyeva AV, Narovlyansky AN, Sanin AV, Ozherelkov SV, Pronin AV (1996) Arch Immunol Ther Exp (Warsz) 44: 395-400.
  • Hill, AE, Malisoff, WM (1926) J Am Chem Soc 48: 918-927.
  • Jaenicke L, Siegmund HU (1986) Biol Chem Hoppe-Seyler 367: 787-795.
  • Krag SS (1998) Biochem Biophys Res Commun 243: 1-5.
  • Maltsev SD, Trifonov AV, Danilov LL, Shibaev VN (1995) Russ J Bioorganic Chem 21: 53-57 (Engl. Transl.).
  • Maltsev SD, Sizova OV, Danilov LL, Shibaev VN (2001) Russ J Bioorganic Chem 27: 400-403 (Engl. Transl.).
  • Sagami H, Lennarz WJ (1987) J Biol Chem 262: 15610-15617.
  • Shibaev VN, Danilov LL (1997) In Glycopeptides and related compounds: Synthesis, analysis and application. Large DG, Warren CD, eds, 427-504. Marcell Dekker Inc., New York, Basel, Hong Kong.
  • Sizova OV, Maltsev SD, Shibaev VN (2003) Russ J Bioorganic Chem 29: 387-389 (Engl. Transl.).
  • Tahara Y, Komatsu Y, Koyama H, Kubota R, Yamaguchi T, Takahashi T (1986) US 04568765.
  • Tahara Y, Koyama H, Komatsu Y, Kubota R (1988) US 4755601.
  • Takigawa T, Ibata K, Okada M, Mizuno M, Nishida T (1986) US 4564477.
  • Vergunova GI, Glukhoded IS, Danilov LL, Eliseeva GI, Kochetkov NK, Troitsky MF, Usov AI, Shashkov AS, Shibaev VN (1977) Russ J Bioorg Chem 3: 1087-1094 (Engl. Transl.).
  • Warren CD, Nakabayashi S, Jeanloz RW (1987) Carbohydr Res 169: 221-233.

Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.bwnjournal-article-abpv54p869kz
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