Product Name :
1,2-bis(Heptanoylthio)glycerophosphocholine (CAS 89019-63-6)

Synonym :
(S)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxoheptyl)thio]-3,5-dioxa-9-thia-4-phosphahexadecan-1-aminium

Application :
1,2-bis(Heptanoylthio)glycerophosphocholine is a lipid tool for assay of PLA2 activity

CAS:
89019-63-6

Purity:
≥95%

Molecular Weight:
513.7

Formula :
C22H44NO6PS2

Physical state:
Liquid

solubility :
Soluble in methanol (5 mg/ml), and Tris buffer pH 8.5 (5 mg/ml).

Shipping Condition :
Store at -20° C

Melting point:
-114.5° C

SMILES:
CCCCCCC(=O)SC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)SC(=O)CCCCCC

References:
:A simple assay for a human serum phospholipase A2 that is associated with high-density lipoproteins. Formula of Indole-2-carbaldehyde | Petrovic, N., et al. 2001. J Lipid Res. 821785-75-5 Chemscene 42: 1706-13. PMID: 11590228Inflammatory role of two venom components of yellow jackets (Vespula vulgaris): a mast cell degranulating peptide mastoparan and phospholipase A1. | King, TP., et al. 2003. Int Arch Allergy Immunol. 131: 25-32. PMID: 12759486Analysis of human synovial fluid phospholipase A2 on short chain phosphatidylcholine-mixed micelles: development of a spectrophotometric assay suitable for a microtiterplate reader. | Reynolds, LJ., et al. 1992. Anal Biochem. 204: 190-7. PMID: 1514686Secreted phospholipase A2 activity in experimental autoimmune encephalomyelitis and multiple sclerosis. | Cunningham, TJ., et al. 2006. J Neuroinflammation. 3: 26. PMID: 16965627sPhospholipase A(2) is inhibited by anthocyanidins. | Dreiseitel, A., et al. 2009. J Neural Transm (Vienna). 116: 1071-7. PMID: 19649692Multi-targeted activity of maslinic acid as an antimalarial natural compound. | Moneriz, C., et al. 2011. FEBS J. 278: 2951-61. PMID: 21689375Effects of novel diarylpentanoid analogues of curcumin on secretory phospholipase A2 , cyclooxygenases, lipo-oxygenase, and microsomal prostaglandin E synthase-1. | Ahmad, W., et al. 2014. Chem Biol Drug Des. 83: 670-81. PMID: 24406103Pharmacological evaluation and docking studies of alpha , beta -unsaturated carbonyl based synthetic compounds as inhibitors of secretory phospholipase A, cyclooxygenases, lipoxygenase and proinflammatory cytokines. | Bukhari, SN., et al. 2014. Bioorg Med Chem. 22: 4151-61. PMID: 24938495Bioactive lysophospholipids generated by hepatic lipase degradation of lipoproteins lead to complement activation via the classical pathway. | Ma, W., et al. 2014. Invest Ophthalmol Vis Sci. 55: 6187-93. PMID: 25205869Studies of synthetic chalcone derivatives as potential inhibitors of secretory phospholipase A2, cyclooxygenases, lipoxygenase and pro-inflammatory cytokines. | Jantan, I., et al. 2014. Drug Des Devel Ther. 8: 1405-18. PMID: 25258510Synthesis, Molecular Modeling, and Biological Evaluation of Novel 1, 3-Diphenyl-2-propen-1-one Based Pyrazolines as Anti-inflammatory Agents. | Bukhari, SN., et al. 2015. Chem Biol Drug Des. 85: 729-42. PMID: 25328063Epididymal phospholipidosis is a possible mechanism for spermatotoxicity induced by the organophosphorus insecticide fenitrothion in rats. | Miyake, M., et al. 2018. Toxicol Lett. 285: 27-33. PMID: 29292090Pharmacological appraisal of ligustrazine based cyclohexanone analogs as inhibitors of inflammatory markers. | Alotaibi, NH., et al. 2020. Eur J Pharm Sci. 147: 105299. PMID: 32165315Chiral synthesis of a dithiolester analog of phosphatidylcholine as a substrate for the assay of phospholipase A2. | Hendrickson, HS., et al. 1983. J Lipid Res. 24: 1532-7. PMID: 6655369

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