Detail of "55357-38-5"

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Structural analysis by reductive cleavage with LiAlH4 of an allyl ether choline-phospholipid, archaetidylcholine, from the hyperthermophilic methanoarchaeon Methanopyrus kandleri

Some chemicals with cas registry numbers like 55357-38-5 and 174687-48-0 are also used. Structural analysis by reductive cleavage with LiAlH4 of an allyl ether choline-phospholipid, archaetidylcholine, from the hyperthermophilic methanoarchaeon Methanopyrus kandleri. Nishihara, Masateru; Morii, Hiroyuki; Matsuno, Koji; Ohga, Mami; Stetter, Karl O.; Koga, Yosuke (Department of Chemistry, University of Occupational and Environmental Health, Kitakyushu 807-8555, Japan). Archaea, 1(2), 123-131 (English) 2002 Heron Publishing. CODEN: ARCHCI. ISSN: 1472-3646. DOCUMENT TYPE: Journal CA Section: 30 (Terpenes and Terpenoids) Section cross-reference(s): 26, 33 A choline-contg. phospholipid (PL-4) in Methanopyrus kandleri cells was identified as archaetidylcholine, which has been described by Sprott et al. (1997). The PL-4 consisted of a variety of mol. species differing in hydrocarbon compn. Most of the PL-4 was acid-labile because of its allyl ether bond. The identity of PL-4 was confirmed by thin-layer chromatog. followed by pos. staining with Dragendorff reagent and fast-atom bombardment-mass spectrometry. A new method of LiAlH4 hydrogenolysis was developed to cleave allyl ether bonds and recover the corresponding hydrocarbons. We confirmed the validity of the LiAlH4 method in a study of the model compd. synthetic unsatd. archaetidic acid (2,3-di-O-geranylgeranyl-sn-glycerol-1-phosphate). Satd. ether bonds were not cleaved by the LiAlH4 method. The hydrocarbons formed following LiAlH4 hydrogenolysis of PL-4 were identified by gas-liq. chromatog. and mass spectrometry. Four kinds of hydrocarbons with one to four double bonds were detected: 47% of the hydrocarbons had four double bonds; 11% had three double bonds; 14% had two double bonds; 7% had one double bond; and 6% were satd. species. The mol. species compn. of PL-4 was also estd. based on acid lability: 77% of the mol.Except for chemicals metioned above, 4235-95-4 is also used. species had two acid-labile hydrocarbons; 11% had one acid-labile and one acid-stable hydrocarbon; and 11% had two acid-stable hydrocarbons. To our knowledge, this is the first report of a specific chem. degrdn. method for the structural anal. of allyl ether phospholipid in archaea. ..

Chiral synthesis of a dithiolester analog of phosphatidylcholine as a substrate for the assay of phospholipase A2

Chiral synthesis of a dithiolester analog of phosphatidylcholine as a substrate for the assay of phospholipase A2. Hendrickson, H. Stewart; Hendrickson, Elizabeth K.; Dybvig, Robert H. (Dep. Chem., St. Olaf Coll., Northfield, MN 55057, USA). J. Lipid Res., 24(11), 1532-7 (English) 1983.Several reagents with their cas registry numbers 55357-38-5 and 89019-63-6 are used here. CODEN: JLPRAW. ISSN: 0022-2275. DOCUMENT TYPE: Journal CA Section: 7 (Enzymes) The synthesis of a dithiolester analog of phosphatidylcholine, 1,2-bis(heptanoylthio)-1,2-dideoxy-sn-glycerol-3-phosphocholine (thio PC), is described. Starting with 1-trityl-sn-glycerol (prepd. from D-mannitol), tosylation followed by displacement with K Me xanthate gave a trithiocarbonate. Reductive cleavage of the latter gave a 1,2-dithiol which was then acylated, detritylated, and esterified with choline phosphate. Hydrolysis of thio PC by phospholipase A2 (I) (Naja naja) indicated 95% chiral purity. The rate of hydrolysis as a function of substrate concn. showed a sharp increase at 0.17 mM, the crit. micellar concn. of the lipid. A spectrophotometric assay of I (by measurement of released SH groups in the presence of dithionitrobenzoic acid) was quite sensitive. As little as 1 ng of enzyme was detected, representing a rate of ~0.2 nmol of substrate hydrolyzed/min. .