An unusual fatty acid and its glyceride from the marine fungus Microsphaeropis olivacea

1996 ◽  
Vol 74 (5) ◽  
pp. 730-735 ◽  
Author(s):  
Chao-Mei Yu ◽  
Ziba R. Fathi-Afshar ◽  
Jonathan M. Curtis ◽  
Jeffrey L.C. Wright ◽  
Stephen W. Ayer

Two new metabolites (1 and 2) were isolated from the marine fungus Microsphaeropsis olivacea. The structures were elucidated, through analysis of the spectroscopic data, as an unusual methyl-branched unsaturated fatty acid, 10-methyl-9Z-octadecenoic acid (1), and the glyceride (2). The locations of the double bond and the methyl branching were determined from the electron impact (EI) mass spectrum of the picolinyl derivative of 1 and from MS/MS data on the hydrogenation products of 1 and 2. Key words: Microsphaeropsis olivacea, marine fungus, methyl-branched unsaturated fatty acid, picolinyl ester.

2013 ◽  
Vol 5 (1) ◽  
Author(s):  
Lily M.G. Panggabean ◽  
Abdullah Rasyid ◽  
Zarrah Duniani ◽  
Yana Meliana ◽  
Indah Kurniasih

Trigliceride or triacylglicerol (TAG) composition in crude oil of sixteen strain of marine diatom has been detected by spectra analyses on an Electrospray - Ion Trap – Mass Spectrometry (ESI-IT-MS) HCT Bruker-Daltonic GmbH instrument with AgNO3 used as coordination ionization agent. Biomass samples of each microalga strain were taken from early and late stationary cultures in f/2 enriched seawater and algal oils were extracted according to Bligh and Dyer. Results from spectra analysis showed that P-Pt-P (C16:0-C16:1-C16:0) were distinguished in TAG from diatom strains Chaetoceros sp.1, Chaetoceros sp.2, Thalasiossira sp.1, Thalasiossira sp.2, Thalasiossira sp.3, Navicula sp. 1, Navicula sp. 2, Navicula sp. 3, Navicula sp. 4, Nitzschia sp. 2 and Amphora sp. In contrast, TAGs in Melosira sp. included P-P-P (C16:0-C16:0-C16:0) and P-P-O (C16:0-C16:0-C18:1) were identified. TAGs from Chaetoceros sp. were the most varies among samples, i.e. P-Pt-P (C16:0-C16:1-C16:0), A-P-M (C20:4-C16:0-C14:0), P-Pt-Lt (C16:0-C16:1-C18:3), P-Pt-A (C16:0-C16:1-C20:4), D-P-P (C22:6-C16:0-C16:0), A-Ln-P (C20:4-C18:2-C16:0). Various TAGs were also detected in Nitzschia sp.2, i.e. P-Pt-M (C16:0-C16:1-C14:0), P-Pt-P (C16:0-C16:1-C16:0), P-Pt-S (C16:0-C16:1-C18:0), P-Pt-A (C16:0-C16:1-C20:4). TAGs composition in Skeletonema strains that similar to those in Nitzschia sp.1 has longer carbon, i.e. P-P-O (C16:0-C16:0-C18:1), P-O-O (C16:0-C18:1-C18:1) and O-O-O (C18:1-C18:1-C18:1). TAGs with longer carbon chain and more double bond including highly unsaturated fatty acid C20:4 were increased with culture age in diatoms Chaetoceros sp.1, Chaetoceros sp.2, Thalasiossira sp.2, Navicula sp.1 and Nitzschia sp. 2.Keywords: diatom, TAG, ESI-IT-MS, f/2, early and late stationary


1987 ◽  
Vol 33 (12) ◽  
pp. 1116-1120 ◽  
Author(s):  
Panchanon Chattopadhyay ◽  
Santu Kumar Banerjee ◽  
Kalyani Sen ◽  
Parul Chakrabarti

Conidial lipids of the wild-type (V35) Aspergillus niger and its unsaturated fatty acid auxotroph (UFA2) were compared. The wild type contained lower levels (7.6%) of phospholipids and higher levels (28.4%) of glycolipids than the mutant (16.5 and 22.2%, respectively). Oleic (33.4%), linoleic (22.5%), palmitic (12.8%), stearic (7.4%), and linolenic (6.2%) were the main fatty acids of the wild type (V35). The mutant grew only in the presence of unsaturated fatty acid having at least one Δ9cis double bond, and its conidial fatty acid profile was influenced by the exogenous acid. Analyses of the fatty acids of UFA2 grown in the presence of different fatty acid supplements support the original view that the mutant is defective in Δ9-desaturase activity.


2019 ◽  
Vol 9 (14) ◽  
pp. 2807 ◽  
Author(s):  
Jin Qiu ◽  
Hua-Yi Hou ◽  
Nguyen Thi Huyen ◽  
In-Sang Yang ◽  
Xiang-Bai Chen

Raman spectroscopy has been applied to study unsaturated fatty acid in edible vegetable oils. The relative intensity ratio of characteristic vibrational bands has been investigated as a function of the content of totally unsaturated fatty acid, polyunsaturated fatty acid, and monounsaturated fatty acid. The results suggest the intensity ratio of 1655 cm−1 to 1440 cm−1 or 1265 cm−1 to 1300 cm−1, i.e., a characteristic vibrational band correlated with carbon-carbon double bond in acid chain to a vibrational band not correlated with double bond, could be applied for preliminary analysis of the content of polyunsaturated fatty acid or monounsaturated fatty acid, but cannot be used to analyze the content of total unsaturated fatty acid. Additionally, two-dimensional correlation spectroscopy (2DCOS) has been performed on the content dependent Raman spectra. The 2DCOS result is consistent with that by Raman spectroscopy.


2013 ◽  
Vol 739 ◽  
pp. 80-84
Author(s):  
Jiang Wu ◽  
Bo Shui Chen ◽  
Jian Hua Fang ◽  
Jiu Wang

The anti-oxidation stability of waste oil biodiesel (WME) was evaluated on an oxidation simulator set up by the author. The results showed that oxidative stability of WME was worse than that of petrodiesel by exhibiting higher acid values and peroxide values, as well as greater viscosity increases after oxidation. Furthermore, a conjecture was taken about the configurational changes and the oxidation mechanisms of unsaturated fatty acid methyl ester molecules in the oxidation process, according to the principles of free radical reactions and the results of both infrared and ultraviolet spectroscopic analysis. An idea was put forward that, during oxidation, cis-trans isomerization might occur in unsaturated fatty acid methyl ester molecules and conjugated double-bond might produce due to transfer of double-bond.


2013 ◽  
Vol 339 ◽  
pp. 695-699
Author(s):  
Jiang Wu ◽  
Bo Shui Chen ◽  
Jian Hua Fang ◽  
Jiu Wang

The anti-oxidation stability of soybean biodiesel (SME) was evaluated on an oxidation simulator set up by the author. The results showed that oxidative stability of SME was worse than that of petrodiesel by exhibiting higher acid values and peroxide values, as well as greater viscosity increases after oxidation. Furthermore, a conjecture was taken about the configurational changes and the oxidation mechanisms of unsaturated fatty acid methyl ester molecules in the oxidation process, according to the principles of free radical reactions and the results of both infrared and ultraviolet spectroscopic analysis. An idea was put forward that, during oxidation, cis-trans isomerization might occur in unsaturated fatty acid methyl ester molecules and conjugated double-bond might produce due to transfer of double-bond.


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