13464-19-2Relevant articles and documents
Design, Synthesis, and Evaluation of Phospholipid Analogues as Inhibitors of the Bacterial Phospholipase C from Bacillus cereus
Martin, Stephen F.,Wong, Yue-Ling,Wagman, Allan S.
, p. 4821 - 4831 (1994)
Enzymes belonging to the phospholipase C (PLC) family hydrolyze the phosphodiester bond of phospholipids to give a diacylglycerol and a phosphorylated head group.The bacterial phospholipase C from Bacillus cereus (PLCBc) has been studied extensively, and there is a wealth of information regarding those structural features that are important for substrate activity.In contrast, there is virtually no data available regarding structure-activity relationships for inhibitors of this enzyme.To address this shortcoming, a series of optically pure analogues of 1,2-dihexanoyl-sn-glycero-3-phosphocholine (2) containing different replacements of the phosphate group were first synthesized including the phosphoramidates 4 and 8, the phosphonate 5, the (difluoromethylene)phosphonate 6, the thiophosphate 7, the diastereomeric phosphorothioates 9 and 10, and the phosphorodithioate 11.Each of these phosphatidylcholine derivatives was tested for inhibitor or substrate activity with PLCBc using the water-soluble phosphatidylcholine 2 as the monomeric substrate.The measurements were conducted below the critical micellar concentrations of both 2 and the inhibitor.Of the analogues, only 7 and 9 underwent observable enzymatic hydrolysis under the assay conditions used.The kcat of the (Sp)-phosphorothioate 9 was approximately one-fifth that of 2, and when compared to 2, 7 was hydrolyzed only very slowly by the enzyme.Kinetic studies indicated that the phospholipid analogues tested were competitive inhibitors with increasing Ki's as follows: 7 ca. 11 ca. 10 4 ca. 8 5 ca. 6.
Thaler
, p. 527 (1968)
Catalyst-free, high-yield, and stereospecific synthesis of 3-phenylthio β-lactam derivatives
Jiao, Lei,Liang, Yong,Zhang, Qianfeng,Zhang, Shiwei,Xu, Jiaxi
, p. 659 - 665 (2007/10/03)
α-Diazocarbonyl compounds are good precursors of ketenes in the Staudinger reaction. On the basis of the reactions of S-phenyl diazothioacetate with imines under the catalysis of Rh2(OAc)4 a method for the synthesis of 3-phenylthio β
Heat-sensitive recording materials and phenol compounds
-
, (2008/06/13)
Heat-sensitive recording materials contain an electron-donating chromogenic compound and an electron-attracting compound. The recording materials also contain at least one compound represented by the following formula: STR1 wherein R1 and R3 mean a hydrogen atom or an alkyl, aralkyl or aryl group, R2 and R4 denote an alkyl, alkenyl, aralkyl or aryl group, X1, X2, Y1 and Y2 stand for an oxygen or a sulfur atom, and --Z1 -- and --Z2 -- are a specific aromatic group. Also provided are phenol compounds represented by the following formula: STR2 wherein R1, R2, X1 and Y1 have the same meanings as defined above; R5 and R6 are a hydrogen or halogen atom or an alkyl, alkoxy, aralkyl, aryl or hydroxyl group; p and q stand for an integer of 1-4; R5 and R6 may be either the same or different when p and q represent an integer of 2 or greater; and --Z3 -- means a specific divalent group.