15-Methylhexadecanoic acid

Pentadecan-2-one 14-Methylhexadecanoic acide 2-Methylbutanoic acid Lanosterol... 

Steriospecific Syntheses of D-12-Methyltetradecanoic and D-14-Methylhexadecanoic Acids, Biochim. Biophys. Acta (1966) 125, 43. 

Collision-induced dissociation FAB/MS/MS traces of 18-methylnonadecanoic acid and 14-methylhexadecanoic acid, acquired in the negative ion mode at high energy. Reproduced (modified) from Jensen N.J. and Gross M.L., Lipids, 21, 362, 1986, with permission. 

For the synthesis of sulfobacin A (158) and flavocristamide A (160), TBS ether of (f )-3-hydroxy-15-methylhexadecanoic acid was necessary, which was synthesized from 10-bromo-l -decanol (A) as shown in Figure 6.20. Chain elongation of A under the Schlosser conditions gave B, which was oxidized with PCC to give aldehyde C. ( )- 3-Hydroxy ester D was prepared from C by treatment with ethyl acetate and LDA. The corresponding ( )-acid was acetylated with vinyl acetate in the presence of lipase PS to give enantiomerically pure (R)-hydroxy acid and the acetylated (S )-acid. The former was converted to its TBS ether E. 

Puwainapliycins. Chlorine-containing cyclic deca-peptides from cultures of the cyanobacterium Ana-baena Bq-I6-I. P. C C56H 1N,20,. Mr 1227.9, [0] -39° (aq. CH3CN). P. contain ( -2-amino-2-butenoic acid (a-dehydrobutyrine, Dhb), 3-O-methyl-L-threo-nine, lV -methyl-L-asparagine, and (2/f,3/f,4S)-3-amino-14-chloro-2-hydroxy-4-methylhexadecanoic acid as unusual amino acid building units. P. C (X=Thr)... 

A regular decline of progression band intensities toward lower frequencies was found in the spectra of isopentadecanoic and isoheptadecanoic acids, but isomyristic, isopalmitic, and 14-methylhexadecanoic acids displayed an increase in progression band intensities toward lower frequencies. No band was found at about 1020 cm" in the fatty acids of B. subtilis, thus indicating the absence of cyclopropane compounds (known to occur in some lactic acid bacteria). 

In our studies, described below, we have rehed on the use of synthetic 3-methyl-branched chain fatty acids (3-MBFA) such as 3-methylheptadecanoic and 3 -methylhexadecanoic acid. In rat hepatocj s and human skin fibroblasts these substrates have been shown to be vahd substitutes for phytanic acid. The advantages of this approach are several fold. Obviously, these fatty acids, as well as the intermediary products, are easier to synthesize and the introduction of a label at a certain position is less eumbersome. Since these compounds are not endogenous, the identification of possible intermediates and products is greatly facilitated. Furthermore, the vaUdity of our findings is underlined by reports from other groups that used phytanic acid and reached similar conclusions. 

Methylhexadecanoic acid, M-00064 14-Methyl-8-hexadecenal, M-00065 14-Methyl-8-hexadecenoic acid, M-00066 14-Methyl-8-hexadecen-1 -ol, M-00067 Methyl hydroperoxidooctadecatrienoates, see... 

Methylhexadecanoic acid, M-00063 14-Methylhexadecanoic acid, M-00064 Pentadecanoic acid Et ester, in P-00023... 

There are two other HFA homologous series the ffl- and (co — 1). The general formula for co-hydroxy fatty acids is HOCH2(CH2) COOH and the general formula for (co —1) HFAs is CH3CH(OH) (CH2) C00H. Other functions, such as branches or double bonds, are often found in HFAs, for example, in 3-hydroxy-13-methyltetradecanoic and 3-hydroxy-15-methylhexadecanoic acids. An unsaturated hydroxy fatty acid is ricinoleic acid (12-hydro-xy-ds-9-octadecenoic acid). 

Methylhexadecanoic acid, A31.1 4,8,12-Trimethyltridecanoic acid methyl ester, T56.7... 

Methylhexadecanoic acid, M-20067 5,9,13-Trimethyltetradecanoic acid, T-30240 2,6,10-Trimethyltridecanoic acid Me ester, in... 

Pure 14-methylhexadecanoic acid can be isolated from wool fat. ... 

The typical laboratory findings in HAP concern the occurrence in plasma and organ lipids of large amounts of an atypical fatty acid, namely 3,7,11,15-tetra-methylhexadecanoic acid (phytanic acid) which may amount to 20% of total plasma fatty acids. 

If all the hydrogen atoms on carbon in isoleucine were replaced by deuterium, show where and how many deuterium atoms would be present in 14-methylhexadecanoic acid (Figure 3.12) if it is made from the labelled isoleucine. 

Carballeira, N.M., Cruz, H., and Ayala, N.L. (2002) Total synthesis of 2-methoxy-14-methyl-pentadecanoic acid and the novel 2-methoxy-14-methylhexadecanoic acid identified in the sponge Agdas dispar. Lipids, 37,1033-1037. 

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