The structures of the branched fatty acids in the wax esters of vernix caseosa

Lipids ◽  
1971 ◽  
Vol 6 (12) ◽  
pp. 901-905 ◽  
Author(s):  
N. Nicolaides
Lipids ◽  
1972 ◽  
Vol 7 (8) ◽  
pp. 506-517 ◽  
Author(s):  
N. Nicolaides ◽  
Hwei C. Fu ◽  
M. N. A. Ansari ◽  
Gary R. Rice

2007 ◽  
Vol 73 (24) ◽  
pp. 7882-7890 ◽  
Author(s):  
Vincent Grossi ◽  
Cristiana Cravo-Laureau ◽  
Alain Méou ◽  
Danielle Raphel ◽  
Frédéric Garzino ◽  
...  

ABSTRACT The alkane- and alkene-degrading, marine sulfate-reducing bacterium Desulfatibacillum aliphaticivorans strain CV2803T, known to oxidize n-alkanes anaerobically by fumarate addition at C-2, was investigated for its 1-alkene metabolism. The total cellular fatty acids of this strain were predominantly C-(even number) (C-even) when it was grown on C-even 1-alkenes and predominantly C-(odd number) (C-odd) when it was grown on C-odd 1-alkenes. Detailed analyses of those fatty acids by gas chromatography-mass spectrometry after 6- to 10-week incubations allowed the identification of saturated 2- and 4-ethyl-, 2- and 4-methyl-, and monounsaturated 4-methyl-branched fatty acids with chain lengths that correlated with those of the 1-alkene. The growth of D. aliphaticivorans on (per)deuterated 1-alkenes provided direct evidence of the anaerobic transformation of these alkenes into the corresponding 1-alcohols and into linear as well as 10- and 4-methyl-branched fatty acids. Experiments performed with [13C]bicarbonate indicated that the initial activation of 1-alkene by the addition of inorganic carbon does not occur. These results demonstrate that D. aliphaticivorans metabolizes 1-alkene by the oxidation of the double bond at C-1 and by the subterminal addition of organic carbon at both ends of the molecule [C-2 and C-(ω-1)]. The detection of ethyl-branched fatty acids from unlabeled 1-alkenes further suggests that carbon addition also occurs at C-3. Alkylsuccinates were not observed as potential initial intermediates in alkene metabolism. Based on our observations, the first pathways for anaerobic 1-alkene metabolism in an anaerobic bacterium are proposed. Those pathways indicate that diverse initial reactions of 1-alkene activation can occur simultaneously in the same strain of sulfate-reducing bacterium.


1999 ◽  
Vol 40 (4) ◽  
pp. 601-609 ◽  
Author(s):  
Kathleen Croes ◽  
Minne Casteels ◽  
Martine Dieuaide-Noubhani ◽  
Guy P. Mannaerts ◽  
Paul P. Van Veldhoven

Lipids ◽  
2000 ◽  
Vol 35 (4) ◽  
pp. 373-381 ◽  
Author(s):  
Hirosuke Oku ◽  
Kunio Mimura ◽  
Yumi Tokitsu ◽  
Kyoko Onaga ◽  
Hironori Iwasaki ◽  
...  

1991 ◽  
Vol 110 (1) ◽  
pp. 13-19 ◽  
Author(s):  
A. D. Harland ◽  
L. M. Fixter ◽  
P. Spencer Davies ◽  
R. A. Anderson
Keyword(s):  

Author(s):  
Elie Rafidinarivo ◽  
Arlette Savagnac ◽  
Charlotte Lacave ◽  
Jean-Claude Prome

Lipids ◽  
1970 ◽  
Vol 5 (2) ◽  
pp. 279-282 ◽  
Author(s):  
M. N. A. Ansari ◽  
H. C. Fu ◽  
N. Nicolaides
Keyword(s):  

ChemBioChem ◽  
2010 ◽  
Vol 11 (18) ◽  
pp. 2572-2578 ◽  
Author(s):  
Thomas Hochmuth ◽  
Holger Niederkrüger ◽  
Christine Gernert ◽  
Alexander Siegl ◽  
Stefan Taudien ◽  
...  

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