Literature DB >> 3632632

Determination of arrangement of isoprene units in pig liver dolichol by 13C-n.m.r. spectroscopy.

Y Tanaka, H Sato, A Kageyu, T Tomita.   

Abstract

The arrangement of isoprene units in pig liver dolichol-18, -19 and -20 was determined by 1H- and 13C-n.m.r. spectroscopies. The alignment of trans and cis isoprene units was found to be in the order: dimethylallyl unit, two trans units, a sequence of 14-16 cis units, and a saturated isoprene unit terminated with a hydroxyl group, which verified the presumed chemical structure of dolichol. The absence of geometric isomers was confirmed. A slight amount of impurity was detected in each reversed-phase h.p.l.c. fraction of dolichol obtained by a conventional method. Detailed assignments of the 13C-n.m.r. spectrum were given for these dolichols by using model compounds and INEPT (insensitive nuclei enhanced by polarization transfer) measurement. The chemical structure of synthetic dolichol-19, which was prepared by the addition of a saturated isoprene unit to the polyprenol-18 isolated from Ginkgo biloba, was confirmed to be identical with that of pig liver dolichol-19.

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Year:  1987        PMID: 3632632      PMCID: PMC1147880          DOI: 10.1042/bj2430481

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  12 in total

1.  Intracellular distribution of the free and esterified forms of dolichol in pig liver.

Authors:  P H Butterworth; F W Hemming
Journal:  Arch Biochem Biophys       Date:  1968-11       Impact factor: 4.013

2.  Localization of dolichol in the lysosomal fraction of rat liver.

Authors:  T K Wong; G L Decker; W J Lennarz
Journal:  J Biol Chem       Date:  1982-06-10       Impact factor: 5.157

3.  Studies on the biosynthesis of dolichyl phosphate: evidence for the in vitro formation of 2,3-dehydrodolichyl phosphate.

Authors:  D K Grange; W L Adair
Journal:  Biochem Biophys Res Commun       Date:  1977-12-07       Impact factor: 3.575

4.  Synthesis of radioactive dolichol from (4S-3H)mevalonate in the regenerating rat liver.

Authors:  H G Martin; K J Thorne
Journal:  Biochem J       Date:  1974-02       Impact factor: 3.857

5.  Structural characterization of ficaprenol-11 by 13C nuclear magnetic resonance.

Authors:  Y Tanaka; M Takagi
Journal:  Biochem J       Date:  1979-10-01       Impact factor: 3.857

6.  Long-chain betulaprenol-type polyprenols from the leaves of Ginkgo biloba.

Authors:  K Ibata; M Mizuno; T Takigawa; Y Tanaka
Journal:  Biochem J       Date:  1983-08-01       Impact factor: 3.857

7.  C55-Dolichol: occurrence in pig liver and preparation by hydrogenation of plant undecaprenol.

Authors:  T Mańkowski; W Jankowski; T Chojnacki; P Franke
Journal:  Biochemistry       Date:  1976-05-18       Impact factor: 3.162

8.  Accumulation of dolichols in brains of elderly.

Authors:  R K Pullarkat; H Reha
Journal:  J Biol Chem       Date:  1982-06-10       Impact factor: 5.157

9.  The characterization and stereochemistry of biosynthesis of dolichols in rat liver.

Authors:  D P Gough; F W Hemming
Journal:  Biochem J       Date:  1970-06       Impact factor: 3.857

10.  Absolute configuration of dolichol.

Authors:  W L Adair; S Robertson
Journal:  Biochem J       Date:  1980-09-01       Impact factor: 3.857

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  3 in total

1.  Solid-state NMR spectroscopy identifies three classes of lipids in Cryptococcus neoformans melanized cell walls and whole fungal cells.

Authors:  Christine Chrissian; Emma Camacho; John E Kelly; Hsin Wang; Arturo Casadevall; Ruth E Stark
Journal:  J Biol Chem       Date:  2020-08-28       Impact factor: 5.157

2.  Contribution of the mevalonate and methylerythritol phosphate pathways to the biosynthesis of dolichols in plants.

Authors:  Karolina Skorupinska-Tudek; Jaroslaw Poznanski; Jacek Wojcik; Tomasz Bienkowski; Izabela Szostkiewicz; Monika Zelman-Femiak; Agnieszka Bajda; Tadeusz Chojnacki; Olga Olszowska; Jacob Grunler; Odile Meyer; Michel Rohmer; Witold Danikiewicz; Ewa Swiezewska
Journal:  J Biol Chem       Date:  2008-05-23       Impact factor: 5.157

3.  Neuromelanins of human brain have soluble and insoluble components with dolichols attached to the melanic structure.

Authors:  Mireille Engelen; Renzo Vanna; Chiara Bellei; Fabio A Zucca; Kazumasa Wakamatsu; Enrico Monzani; Shosuke Ito; Luigi Casella; Luigi Zecca
Journal:  PLoS One       Date:  2012-11-05       Impact factor: 3.240

  3 in total

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