Acid, methylation structural analysis

L. M. Mallory and G. S. Sayler, Application of FAME (fatty acid methyl ester) analysis in the numerical taxonomic determination of bacterial guild structure, Mi-croh. Ecol. t0 l%2 (1984). 

The floss silk from Chorisia speciosa furnished a polysaccharide with a main chain of (1 -> 4) linked P-Xylp substituted at 0-2 by 5 % of uronic acid. The xylan structure also was interposed with a-Rhap units in small amounts. The defatted seeds furnished on aqueous extraction a major fraction, ((9-acetyl, 10 % and protein, 45 %) wich was hydrolysed and analysed by p.c. and GLC, showing Rha (20 %), Ara (16 %), Gal (64 %) and also uronic acids (45 %). Partial hydrolysis gave rise to a polysaccharide free of arabinose, with 46 % of uronic acids. Methylation analysis (GLC -MS) indicated a chain of (1 4) - linked Gal/ (42 % of 2,3,6-Me3-Gal). 

Structural analysis of isolated amylose and amylopectin components has been carried out by standard methods based on methylation, periodate oxidation, and partial acid hydrolysis studies. Methylation and periodate oxidation studies established the linkage types and frequency of... 

The absolute configuration was also established unequivocally for C-8 of naturally occurring pyrrolizidine bases.88 It was demonstrated in the course of the structural analysis of isoheliotridene (146), obtained by degradation of the alkaloid monocrotaline, that ozonolysis of this compound affords 2-acetylpyrrolidine-l-acetic acid (147).66 The (— )-methyl ester of this acid was condensed with methylmagnesium iodide to give (— )-l-(2-hydroxy-2-methylpropyl)-2-(l-hydroxy-l-methylethyl)pyrrolidine (148). The same glycol (148) was obtained... 

D Holme and H Peck, Analytical Biochemtstiy, 3rd ed (1998), Addison Wi li Longman (New York), pp 406-442 Structure, function, and analysis of lipids C Matthews, K van Holde, and K Ahern, Biochemistry, 3rd ed (2000), Benjamin/ Cummings (San Francisco), pp 315-357 Lipid structure and function G Patton, S Cann, H Brunengraber, and J. Lowenstein, in Methods in Enzymology, Vol 72, J Lowenstein, Editor (1981), Academic Press (New York), pp 8-20 Separation of fatty acid methyl esters by gas chromatography on capillary columns N Radin, in Methods in Enzymology, Vol 72, J M Lowenstein, Editor (1981), Academic Press (New York), pp 5-7 Extraction of lipids with hexane-isopropanol L Stryer, Biochemistry, 4th ed (1995), W H Freeman (New York), pp 263-270, 603-606 Lipid structure and function... 

For the structural analysis of cyclic fatty acid derivatives (polymerized drying oils, copolymerization products of fatty oils with various hydrocarbons), in principle the same graphical methods can be developed as have been described for the investigation of hydrocarbon mixtures. However, the construction of useful graphical representations is hampered by the fact that reliable data on physical constants are restricted to the normal saturated fatty acids and their methyl and ethyl esters the synthesis of pure unsaturated fatty acids is already extremely difficult, to say nothing of more complicated cyclic or branched compounds. 

It was anticipated that the amino alcohol would form one of the borate complexes of the type 3-6 with bi-2-naphthol in the presence of boric acid. Indeed, this has been observed. The racemic amino alcohol 8 was resolved to obtain 8-lR,2R in >99% ee in 3 repetitive operation shown in Scheme 7.15 The IR spectrum indicated the presence of hydroxy group in the borate complex involved in this reaction (Scheme 7). However, the solid was not suitable for X-ray crystal structure analysis. Fortunately, however, the corresponding racemic methyl ether 9 gave better results in this resolution method (Scheme 8).15 Also, X-ray crystal structure analysis indicated that the borate complex formed in this reaction is the Bronsted acid salt of the type 5.15 Scheme 8... 

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