Sn-Glycerol

Palinitoyl-sn-glycerol (R-glycerol-l-palmitate, L- -palmitin) [32899-41-5] M 330.5, 0.9014, m 66.5° (a-form), 74° (P -form) and 77° (P-form). The stable P-form is obtained by crystn from EtOH or Skellysolve B and recrystn from Et20 provides the P -form. The a-form is obtained on cooling the melt. [Malkin and el Sharbagy J Chem Soc 1631 1936 Chapman J Chem Soc 58 7956 Luton and Jackson J Am Chem Soc 70 2446 1948. ]... 

Figure 17.8 The biologi-cal oxidation of an alcohol (sn-glycerol 3-phosphate) to give a ketone dihydroxy-acetone phosphate). This mechanism is the exact opposite of the ketone reduction shown previously in Figure 17.4.

Step 3 of Figure 29.3 Alcohol Oxidation The /3-hydroxyacyl CoA from step 2 is oxidized to a /3-ketoacyl CoA in a reaction catalyzed by one of a family of L-3-hydroxyacyl-CoA dehydrogenases, which differ in substrate specificity according to the chain length of the acyl group. As in the oxidation of sn-glycerol 3-phosphate to dihydroxyacetone phosphate mentioned at the end of Section 29.2, this alcohol oxidation requires NAD+ as a coenzyme and yields reduced NADH/H+ as by-product. Deprotonation of the hydroxyl group is carried out by a histidine residue at the active site. 

Diels-Alder reaction and. 494-495 El reaction and, 392 E2 reaction and, 387-388 R.S configuration and, 297-300 S 1 reaction and, 374-375 S -2 reactions and, 363-364 Stereogenic center, 292 Stereoisomers, 111 kinds of, 310-311 number of, 302 properties of, 306 Stereospecilic, 228, 494 Stereospecific numbering, sn-glycerol 3-phosphate and, 1132 Steric hindrance, Sjvj2 reaction and, 365-366 Steric strain, 96... 

Glycerolipids are derivatives of glycerol and fatty acids. Most brain glycerolipids are derivatives of phos-phatidic acid (PtdOH), which is diacylated sn-glycerol-3-phosphate. The notation sn refers to stereochemical... 

There exists an unusual uniformity in the fatty acid composition of the inositol lipids. All three of the major phosphoinositides are enriched in the 1-stearoyl, 2-arachidonoyl ( ST/AR ) sn-glycerol species (=80% in brain). The polyphosphoinositides (PI4P and PI(4,5)P2) are present in much lower amounts than PI. PI(4,5)P2 has been shown to be predominantly, although not... 

Helliwell RM, Large WA 1997 Alphal-adrenoceptor activation of a non-selective cation current in rabbit portal vein by 1,2-diacyl-sn-glycerol. J Physiol 499 417-428 Hofmann F, Lacinova L, Klugbauer N 1999 Voltage-dependent calcium channels from structure to function. Rev Physiol Biochem Pharmacol 139 33—87 Hofmann T, Schaefer M, Schultz G, Gundermann T 2000 Transient receptor potential channels as molecular substrates of receptor-mediated cation entry. J Mol Med 78 14—25 Inoue R, Okada T, Onoue H et al 2001 The transient receptor potential protein homologue TRP6 is the essential component of vascular aj-adrenoceptor-activated Ca2+-permeable cation channel. Circ Res 88 325—332... 

This enzyme [EC 2.7.1.93] catalyzes the reaction of ATP with l-O-alkyl-sn-glycerol to generate ADP and 1-0-alkyl-xn-glycerol 3-phosphate. 

Glycerol-3-phosphate dehydrogenase [EC 1.1.99.5] is a flavoprotein that catalyzes the reaction of sn-glycerol 3-phosphate with an acceptor substrate to produce glycerone phosphate (dihydroxyacetone phosphate) and the reduced acceptor. 

MONOACYLGLYCERIDE LIPASE 1-Acyl-sn-glycerol 3-phosphate, LYSOPHOSPHOLIPASE D ACYLGLYCERON E-PHOSPHATE REDUCTASE... 

Diacyl-sn-glycerol, formation of, PHOSPHATIDATE PHOSPHATASE PHOSPHOLIPASE C... 

SCHEME 22. Synthesis of some useful reference derivatives of 1,2-distearoyl-3-oleyl-sn-glycerol, as an example of an unsaturated triglyceride... 

Distearoyl-3-succmyl-sn-glycerol (16) by Reaction of Distearoylglycerol with Succinic Anhydride and DMAP 1 871... 

Mutenda et al. (75) found that racemic 3,4-dihydroxybutylarsonic acid, HO—CH2—CHOH—CH2—CH2—As03H2, the arsonomethyl analogue of sn-glycerol 3-phosphate, was a good substrate for glycerol-... 

Glycerol is phosphorylated to glycerol-3-phosphate (G-3-P) by glycerol kinase (ATP glycerol-3-phosphotransferase, EC 2.7.1.30) [5]. G-3-P is also known as sn-glycerol 3-phosphate, glycerophosphoric acid, phosphatidyl glycerol, and sn-Gro-... 

Table 3.8 Composition of fatty acids (mol% of the total) esterified to each position of the triacyl-sn-glycerols in the milks of various species... 

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