Lactobacillic acid

FIGURE 8.2 Structures of two unusual fatty acids lactobacillic acid, a fatty acid coutaiuiug a cyclopropane ring, and tuberculostearic acid, a brauched-chaiu fatty acid. [Pg.242]

Lactide polymers, manufacture of, 14 122 Lactisole, 24 246 Lactitol, 12 40 Lactobacillic acid, 5 36t Lactobacillus, 12 478 Lactococcus, 12 478 Lactoferrins, 18 258 Lactones, 10 497 12 663-664 aroma chemicals, 3 256 in beer, 3 582t Lactonitrile, 8 174 Lactonization, 10 499... [Pg.507]

Lactobacillic acid A major fatty acid of lactobacilli... [Pg.381]

Will the melting point of lactobacillic acid (Ci9H36C>2, a cyclopropane fatty acid) be higher or lower than that of the linear, saturated fatty acid of the same chain length ... [Pg.191]

The melting point will be lower the cyclopropane group decreases the tendency of an array of molecules to pack regularly. The melting points of lactobacillic acid and the 19 0 fatty acid are 28°C and 69°C, respectively. [Pg.191]

Vaccenic acid, C f H3402, is a rare fatty add that gives heptanal and 11 oxoundecanoic acid [0HC(CH2)9C02HJ on ozonolysis follo ed by zinc treatment. When allowed to react with CH2l2/Zn(Cu), vaccenic acid is converted into lactobacillic acid. What aic the structures of vaccenic and lactobacillic acids ... [Pg.1098]

The cyclopropane fatty acid, cw-11,12-methylene-octadeca-noic acid, was reported first for Lactobacillus arabinosus and was given the trivial name lactobacillic acid. By now, fatty acids with a mid-chain cyclopropane group have been found in many bacterial species, including aerobic, anaerobic. Gram-negative,... [Pg.944]

Cyclopropane-containing fatty acids are well known compounds of bacterial membranes. Lactobacillic acid (4) has been isolated from Lactobacillus arabinosus, Brucella abortus and B. melitensis . Congeneric cyclopropyl fatty acids of Cj7, C19, and C21 constitution have been seen in many Gram-negative and Gram-positive bacteria. From... [Pg.961]

Lactobacillic acid, Ci9H3g02, isolated by Hofmann et al. (1952) is a saturated acid with two less hydrogen atoms than a normal C19 saturated acid. These facts suggest a cyclic structure. A band found at 1020 cm is characteristic of alkyl-substituted cyclopropanes. The structure of lactobacillic acid (XXVIII) is, therefore... [Pg.150]

Hofmann, K., Tausig, F. (1955b). On the identity of phytomonic and lactobacillic acids. A reinvestigation of the fatty acid spectrum of Agrobacterium (Phytomonas) tumefaciens. J Biol Chem, 275(1), 425-432. [Pg.38]

Cyclopropane fatty acids occur frequently in bacterial membrane phospholipids. Also, they generally accompany the cyclopropene acids in seed oils (see following paragraph). Though other chain lengths have been reported, the most common cyclopropane acids are Cu and C19 (lactobacillic acid) compounds. They are probably formed from appropriate olefinic acids (16 1 9c and 18 111c) which are widely distributed in bacterial lipids. The cyclopropane acids have cis configuration but it is not clear whether they are individual enantiomers or racemic mixtures. [Pg.18]

Laballenic acid, 13, 53 Lactarius vellerens, 153 Lactic acid esters, 228, 230 Lactobacillic acid, 17 Lactobacillus 35... [Pg.566]

Figure 5.1 Structures of naturally occurring cyclic fatty acids. I, Cyclopropane acids a, 9,10-methylenehexadecanoic acid b, 11,12-methyleneoctadecanoic (lactobacillic) acid c, 8,9-methy-leneheptadecanoic (dihydromalvalic) acid d, 9,10-methyleneoctadecanoic (dihydrosterculic) acid. II, Mycolic (2-alkyl-3-hydroxy) acid. Ill, Cyclopropene acids a, 9,10-methyleneoctadec-9-enoic (sterculic) acid b, 8,9-methyleneheptadec-8-enoic (malvalic) acid. IV, Cyclopentenyl acids a, ll-cyclopent-2-enyl-undecanoic (hydnocarpic) acid b, 13-cyclopent-2-enyl-tridecanoic (chaulmoogric) acid c, 13-cyclopent-2-enyl-tridec-6-enoic (gorlic) acid. V a, 11-cyclohexyl-undecanoic acid b, 11-cycloheptylundecanoic acid.

It is well known that lactobacillic acid, a cyclopropanoid fatty acid occurring in certain bacteria, is formed by the addition of a methylene group to C/5--11-octadecenoic acid, a positional isomer of oleic acid, the preferred precursor of the CHj bridge being 5-adenosylmethionine (Christie, 1970 O Leary, 1965 Hofmann, 1%3 Law, 1971). [Pg.650]

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