Investigations on the biosynthesis of steroids and terpenoids. Part VI. The sterols of yeast

Barton, D. H. R.; Kempe, U. M.; Widdowson, David A.

doi:10.1039/p19720000513

Cited by 46 publications

(10 citation statements)

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“…Yeasts of the genus Saccharomyces are particularly rich in sterols (69). Ergosterol has been identified as the major sterol in S. cerevisiae (6,25,76,101), Kluyvero-myces fragilis (234), and C. albicans (43), and can account for over 90% of the total sterol. Strain differences can, however, exist as shown by the major occurrence of ergosta-5,7,22,24(28)-tetraen-3f3-ol in S. cerevisiae N.C.Y.C.…”

Section: Stero +Digtyceridementioning

confidence: 99%

“…All the sterols named in Fig. 3 have been isolated from various S. cerevisiae strains and have been considered as possible biosynthetic intermediates by Barton and his co-workers (23)(24)(25). The efficiency with which cell-free extracts have been able to con-…”

Section: Stero +Digtyceridementioning

confidence: 99%

“…Possible pathways of metabolic conversion ofsterols in yeast; named compounds have been isolated from S. cerevisiae (25,84,333). vert these postulated intermediates has been examined and the available details on some of the proposed enzyme systems have been reviewed by Weete (333).…”

Section: Stero +Digtyceridementioning

confidence: 99%

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Lipids of yeasts.

Rattray¹,

Schibeci²,

Kidby³

1975

Bacteriological Reviews

191

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Section: Stero +Digtyceridementioning

confidence: 99%

Section: Stero +Digtyceridementioning

confidence: 99%

See 1 more Smart Citation

Lipids of yeasts.

Rattray¹,

Schibeci²,

Kidby³

1975

Bacteriological Reviews

191

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“…A detailed analysis of the fragmentation pattern is precluded by the complexity of the spectrum. However, the major fragments support the hypothesis that it is a C28 sterol (8)(9)(10): (14). A more definite assignment would require the separation of the components, which was not attempted because of the small quantities available.…”

mentioning

confidence: 75%

Metabolites produced by the Scleroderris canker fungus, Gremmeniellaabietina. Part 3. Some further metabolites

Ayer¹,

Pedras²

1987

Can. J. Chem.

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WILLIAM A . AYER and M. SOLEDADE PEDRAS. Can. J. Chem. 65, 754 (1987).This article describes the metabolites of a strain of Gremmeniella abietina (Lagerb.) Morelet indigenous to Alberta. This strain does not produce the phenalenone derived metabolites isolated from the other strains of G. abietina examined to date. Only fatty acids and esters, glycerides, and sterol esters were produced. This raises a question regarding the identity of this particular strain. A greenish-yellow metabolite named Scleroderris green, isolated from a New Brunswick strain of G. abietina, is shown to have structure 12. Scleroderris green (12) is structurally related to Scleroderris blue (4) and is produced when the latter compound is reduced with sodium bisulfite. Air oxidation of Scleroderris green (12) gives rise to Scleroderris blue (4). The structure of compound 12 wasestablished by a study of the I3C nmr spectra of the three pentamethyl derivatives (8,9, and 10) produced when 12 is treated with ethereal diazomethane. It is suggested that the greenish discoloration of the wood of Scleroderris infected pine may be due to the presence of compound 12.WILLIAM A. AYER et M. SOLEDADE PEDRAS. Can. J. Chem. 65,754 (1987).Dans ce travail, on dtcrit les mCtabolites d'une souche de Gremmerliella abietina (Lagerb.) Morelet qui est indigene i 1'Alberta. Cette souche ne produit pas les mbtabolites dCrivCs de la phCnalCnone qui ont Ct C isolCs des autres souches de G . abietina qui ont Ct C examinCes jusqu'h maintenant. I1 ne se produit que des acides gras et des esters, des glydrides ainsi que des esters de sterols. On dCmontre qu'un metabolite jaune-verditre, nommC le vert de SclCroderris et qui a Ct C isole d'une souche de G. abietina du Nouveau Brunswick, possede la structure 12. Le vert de SclCroderris (12) possede une structure apparentCe h celle du bleu de SclCroderris (4) et il se transforme en ce dernier lorsqu'on le rkduit par du bisulfite de sodium. Une oxydation par de l'air du vert de Scltrodems (12) conduit au bleu de SclCroderris (4). On a determine la structure du composC 12 grice i une Ctude des spectres rmn du I3C des trois dCriv6s pentamCthylCs (8,9 et 10) qui sont formCs lorsqu'on traite le composC 12 par une solution CthCrke de diazomCthane. On suggere que la decoloration verdbire du bois des pins infect& par le SclCroderris pourrait &tre du h la prksence du compose 12.[Traduit par la revue]

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“…Recent studies involving the use of gas-liquid chromatography and mass spectrometry have revealed the presence of other sterols in significant quantities in flaccharomyees cerevisiae (LONOLEY et al 1968, HUNTER and ROSE 1972, BARTON et al 1972) but the present authors have found that in Kluyveromyces fragilis only ergosterol is detectable (PENMAN and DUFFUS 1974). Because of the relative paucity of knowledge concerning the flux of lipid components during the cell cycle, it seemed of interest to examine the accumulation of this sterol fraction during the cell cycle in K .…”

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confidence: 90%

Accumulation of ergosterol during the cell cycle of the budding yeast Kluyveromyces fragilis

Penman

Duffus

1976

J of Basic Microbiology

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It has long been known that ergosterol is the main sterol in yeast cells. Recent studies involving the use of gas-liquid chromatography and mass spectrometry have revealed the presence of other sterols in significant quantities in flaccharomyees cerevisiae (LONOLEY et al. 1968, HUNTER and ROSE 1972, BARTON et al. 1972) but the present authors have found that in Kluyveromyces fragilis only ergosterol is detectable (PENMAN and DUFFUS 1974). Because of the relative paucity of knowledge concerning the flux of lipid components during the cell cycle, it seemed of interest to examine the accumulation of this sterol fraction during the cell cycle in K . fra- gilis.Diethyl ether was redistilled before use and stored dry. Cyclohexane was obtained from British DrugHouses Ltd.Stock cultures of Kluyveromyces fragilis NCYC 100 were maintained on 6% OXOID Malt Extract Agar and batch cultures grown up in 2% OXOID Malt Extract Broth (MEB) at 30 "C in an orbital incubator operating a t 160 rpm.Synchronous cultures were prepared using the selection method of MITCHISON and VINCENT (1966). Where it was desirable to obtain larger numbers of synchronously dividing cells, two or more identical gradients were used and cells removed from exactly the same point in each gradient. After re-inoculation into fresh growth medium, the yeasts were allowed to grow for one hour before sampling, after which time samples were removed at 20 min intervals and cell numbers determined using a haemacytometer (DUFFUS and PENMAN 1973). These samples were frozen rapidly by immersion in a solid CO,/ethanol bath and stored at -18 "C. For analysis, the samples were thawed and the yeasts collected by centrifuging a t 0 "C. Each pellet was washed twice with distilled water and saponified under reflux for two hours using the method described by HUNTER and ROSE (1972). After the addition of 10 ml distilled water t o each sample and acidification t o p H 1.0 with N HCI, the saponified mixtures were extracted 3 times with diethyl ether (5 ml) portions. The ethereal extracts were dried over anhydrous Na,SO, and drying was completed under vacuum. The dried extracts were taken up in 10 ml volumes of cyclohexane and sterol contents estimated as ergosterol by the spectrophotometric method of S m w and JEFFERIES (1953). Extinction measurements were taken at 282 nm, 294nm, 272 nm, and 310nm against a cyclohexane blank and substituted in the equations of SHAW and JEFFEKIES (1953). Fig. 1 shows the total extracted ergosterol from a typical synchronous culture. Whereas the cell numbers increase in a stepwise fashion, the ergosterol increases in a continuous manner. The plot of the logarithm of the total sterol is a straight line, showing that the sterol increase is exponential. I n five separate experiments, the level of ergosterol increased through successive cell cycles in such a way that the cells of each succeeding cycle contained more ergosterol at any given time than a t the corresponding time in previous cycles.The surface area of a growing cell doubles during an ideal...

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Investigations on the biosynthesis of steroids and terpenoids. Part VI. The sterols of yeast

Abstract: The minor sterol concentrates were the residues of the commercial production of ergosterol from S. cerevisiae.

Cited by 46 publications

References 0 publications

Lipids of yeasts.

Lipids of yeasts.

Metabolites produced by the Scleroderris canker fungus, Gremmeniellaabietina. Part 3. Some further metabolites

Accumulation of ergosterol during the cell cycle of the budding yeast Kluyveromyces fragilis

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