2-Hydroxyeicosanoic acid

Hydroxyalkanoic monohydroxy) 2-Hydroxyhexadecanoic acid 15-Hydroxyhexadecanoic acid 2-Hydroxyoctadecanoic acid 2-Hydroxyeicosanoic acid 2-Hydroxytriacontanoic acid 2-Hydroxytetracontanoic acid (Hydroxyalkanoic dihydroxy) 10,15-Dihydroxyhexadecanoic acid Phospholipids... 

Animal cells can modify arachidonic acid and other polyunsaturated fatty acids, in processes often involving cyclization and oxygenation, to produce so-called local hormones that (1) exert their effects at very low concentrations and (2) usually act near their sites of synthesis. These substances include the prostaglandins (PG) (Figure 25.27) as well as thromboxanes (Tx), leukotrienes, and other hydroxyeicosanoic acids. Thromboxanes, discovered in blood platelets (thrombocytes), are cyclic ethers (TxBg is actually a hemiacetal see Figure 25.27) with a hydroxyl group at C-15. 

Countercurrent distribution gave peptidolipin NA as the major component of a peptidolipid fraction obtained from N. asteroides ATCC 9969. Two minor components were isolated. The first of these was Val -peptidolipin NA of m.p. 221-223 °C, [a] + 70° (chloroform). Chemical and mass spectrometric investigations showed that it differed from peptidolipin NA by replacement of the L-alanine residue in position 6 by a residue of L-valine. Beside 3D-hydroxyeicosanoic acid small amounts of the higher homologues C21 and C22 were observed (772). The second minor component, Abu -peptidolipin NA , differed from peptidolipin NA by replacement of the threonine residue in position 1 by a residue of a-aminobutyric acid (Abu) which is a deoxythreonine. The lipid moiety was a mixture of the p-hydroxy fatty acids C205 C21 and C22 (775). 

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