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Literature DB >> 5965329

The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid.

Abstract

1. The name ;bactoprenol' has been given to the most abundant lipid formed by three species of lactobacilli from mevalonic acid. 2. A method for the preparation of pure bactoprenol is described. 3. The thin-layer chromatographic properties of bactoprenol and of its acetylated and hydrogenated derivatives resembled those of dolichol. 4. Analysis by mass spectrometry and by nuclear magnetic resonance showed that the molecule is formed by condensation of 10 unsaturated isoprene units and 1 saturated isoprene unit. 5. Its molecular weight is 768 and it has 10 double bonds/molecule. 6. Infrared spectroscopy and the uptake of acetyl groups indicated that the molecule contains a hydroxyl group. 7. It is concluded that bactoprenol is a C(55) isoprenoid alcohol.

Entities: Chemical

Mesh：

Substances：
Lipids
Mevalonic Acid

Year: 1966 PMID： 5965329 PMCID： PMC1264965 DOI： 10.1042/bj0990123

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

8 in total

1. DOLICHOL: A NATURALLY-OCCURRING C100 ISOPRENOID ALCOHOL.

Authors: J BURGOS; F W HEMMING; J F PENNOCK; R A MORTON
Journal: Biochem J Date: 1963-09 Impact factor: 3.857

2. PURIFICATION OF GERANYLGERANYL PYROPHOSPHATE SYNTHETASE FROM MICROCOCCUS LYSODEIKTICUS.

Authors: A A KANDUTSCH; H PAULUS; E LEVIN; K BLOCH
Journal: J Biol Chem Date: 1964-08 Impact factor: 5.157

3. The metabolism of acetate and mevalonic acid by lactob cilli. III. Studies on the unsaponifiable lipids derived from mevalonic acid.

Authors: K J THORNE; E KODICEK
Journal: Biochim Biophys Acta Date: 1962-05-21

4. The metabolism of acetate and mevalonic acid by lactobacilli. I. The effect of acetate and mevalonic acid on growth.

Authors: K J THORNE; E KODICEK
Journal: Biochim Biophys Acta Date: 1962-05-21

5. The location and tentative identification of steroids on paper chromatograms by means of a system of color tests.

Authors: S KATZ
Journal: Arch Biochem Biophys Date: 1960-11 Impact factor: 4.013

6. Dolichol: a naturally occurring isoprenoid alcohol.

Authors: J F PENNOCK; F W HEMMING; R A MORTON
Journal: Nature Date: 1960-05-07 Impact factor: 49.962

7. Discovery of a new acetate-replacing factor.

Authors: E L CRESSON; K FOLKERS; C H HOFFMAN; G D MACRAE; H R SKEGGS; D E WOLF; L D WRIGHT
Journal: J Bacteriol Date: 1956-10 Impact factor: 3.490

8. The metabolism of acetate and mevalonic acid by lactobacilli. II. The incorporation of [14C]acetate and [14C]mevalonic acid into the bacterial lipids.

Authors: K J THORNE; E KODICEK
Journal: Biochim Biophys Acta Date: 1962-05-21

8 in total

24 in total

1. Properties of a membrane-bound cardiolipin synthetase from Lactobacillus plantarum.

Authors: M F Burritt; T O Henderson
Journal: J Bacteriol Date: 1975-09 Impact factor: 3.490

2. Incorporation of radioactive mevalonate into C50 and C55 phenols by Streptococcus mutans.

Authors: K J Thorne
Journal: Biochem J Date: 1973-11 Impact factor: 3.857

3. Isolation of polyisoprenyl alcohols from Streptococcus faecalis.

Authors: J N Umbreit; K J Stone; J L Strominger
Journal: J Bacteriol Date: 1972-12 Impact factor: 3.490

4. Characterization of the lipids of mesosomal vesicles and plasma membranes from Staphylococcus aureus.

Authors: P R Beining; E Huff; B Prescott; T S Theodore
Journal: J Bacteriol Date: 1975-01 Impact factor: 3.490

5. Mevalonate metabolism in supernatant fractions of lysates of Lactobacillus plantarum.

Authors: I F Durr; M Z Habbal
Journal: J Bacteriol Date: 1970-05 Impact factor: 3.490

6. Characterization of the hexahydropolyprenols of Aspergillus fumigatus Fresenius.

Authors: K J Stone; P H Butterworth; F W Hemming
Journal: Biochem J Date: 1967-02 Impact factor: 3.857

7. The characterization and properties of castaprenol-11, -12 and -13 from the leaves of Aesculus hippocastanum (horse chestnut).

Authors: A R Wellburn; J Stevenson; F W Hemming; R A Morton
Journal: Biochem J Date: 1967-01 Impact factor: 3.857

The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid.

1. DOLICHOL: A NATURALLY-OCCURRING C100 ISOPRENOID ALCOHOL.

2. PURIFICATION OF GERANYLGERANYL PYROPHOSPHATE SYNTHETASE FROM MICROCOCCUS LYSODEIKTICUS.

3. The metabolism of acetate and mevalonic acid by lactob cilli. III. Studies on the unsaponifiable lipids derived from mevalonic acid.

4. The metabolism of acetate and mevalonic acid by lactobacilli. I. The effect of acetate and mevalonic acid on growth.

5. The location and tentative identification of steroids on paper chromatograms by means of a system of color tests.

6. Dolichol: a naturally occurring isoprenoid alcohol.

7. Discovery of a new acetate-replacing factor.

8. The metabolism of acetate and mevalonic acid by lactobacilli. II. The incorporation of [14C]acetate and [14C]mevalonic acid into the bacterial lipids.

1. Properties of a membrane-bound cardiolipin synthetase from Lactobacillus plantarum.

2. Incorporation of radioactive mevalonate into C50 and C55 phenols by Streptococcus mutans.

3. Isolation of polyisoprenyl alcohols from Streptococcus faecalis.

4. Characterization of the lipids of mesosomal vesicles and plasma membranes from Staphylococcus aureus.

5. Mevalonate metabolism in supernatant fractions of lysates of Lactobacillus plantarum.

6. Characterization of the hexahydropolyprenols of Aspergillus fumigatus Fresenius.

7. The characterization and properties of castaprenol-11, -12 and -13 from the leaves of Aesculus hippocastanum (horse chestnut).

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

9. Biosynthesis of caldariellaquinone in Sulfolobus spp.

10. The characterization of undecaprenol of Lactobacillus plantarum.