Home Cart 0 Sign in  

[ CAS No. 18194-24-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 18194-24-6
Chemical Structure| 18194-24-6
Structure of 18194-24-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 18194-24-6 ]

Related Doc. of [ 18194-24-6 ]

Alternatived Products of [ 18194-24-6 ]

Product Details of [ 18194-24-6 ]

CAS No. :18194-24-6 MDL No. :
Formula : C36H72NO8P Boiling Point : -
Linear Structure Formula :N(CH3)3CH2CH2PO4CH2CHOCOC13H27CH2OCOC13H27 InChI Key :CITHEXJVPOWHKC-UUWRZZSWSA-N
M.W : 677.93 Pubchem ID :5459377
Synonyms :
DMPC;Dimyristoyl phosphatidylcholine;1,2-Ditetradecanoyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dimyristoyl, L-β,γ-Dimyristoyl-α-lecithin;1,2-Dimyristoyl-sn-glycero-3-phosphorylcholine
Chemical Name :(R)-2,3-Bis(tetradecanoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

Safety of [ 18194-24-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 18194-24-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 18194-24-6 ]

[ 18194-24-6 ] Synthesis Path-Downstream   1~48

  • 1
  • [ 28319-77-9 ]
  • [ 112-64-1 ]
  • [ 18194-24-6 ]
  • 2
  • [ 68832-13-3 ]
  • [ 18194-24-6 ]
  • Tetradecanoic acid (R)-2-[hydroxy-((R)-1-pyrrolidin-2-ylmethoxy)-phosphoryloxy]-1-tetradecanoyloxymethyl-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With CaCl2 buffer; sodium acetate; acetic acid In chloroform at 30℃; for 4h; phospholipase D from Streptomyces sp., pH 6.5;
  • 3
  • [ 50-99-7 ]
  • [ 18194-24-6 ]
  • Tetradecanoic acid (R)-2-[hydroxy-((2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxo-hexyloxy)-phosphoryloxy]-1-tetradecanoyloxymethyl-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With sodium chloride In diethyl ether; water at 30℃; for 24h; phospholipase D from Actinomadura sp. strain No. 362;
  • 4
  • [ 28874-52-4 ]
  • [ 75667-82-2 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
With 2,4,6-triisopropylphenylsulfonyl chloride In pyridine for 18h; Ambient temperature;
  • 5
  • [ 18194-24-6 ]
  • [ 20559-16-4 ]
YieldReaction ConditionsOperation in experiment
With phospholipase A2; HEPES-buffer pH 7.2; water In chloroform-d1 at 25℃; reaction rate; different cosolvents, other temperatures;
With water; phospholipase A2
  • 6
  • [ 18194-24-6 ]
  • [ 79907-48-5 ]
  • 1,2-dimyristoyl-sn-glycero-3-phospho-2'-(hydroxyethyl)-2',5',7',8'-tetramethyl-6'-hydroxychroman [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With acetate buffer; calcium chloride In diethyl ether at 37℃; for 2h; phospholipase D from Streptomyces lydicus;
  • 7
  • [ 18194-24-6 ]
  • [ 28874-52-4 ]
YieldReaction ConditionsOperation in experiment
With sodium acetate; sodium dodecyl-sulfate; acetic acid; calcium chloride In diethyl ether at 30℃; for 240h; phospholipase D;
  • 8
  • [ 18194-24-6 ]
  • [ 7770-09-4 ]
YieldReaction ConditionsOperation in experiment
In various solvent(s) at 30℃; for 0.0833333h; PLase C, tris(pH=7.8), CaCl2, hydrolysis, various amounts of PLase C (also with various amounts of coenzyme Q10);
  • 9
  • [ 18194-24-6 ]
  • 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With calcium chloride In diethyl ether; water at 35℃; for 6h; buffer systems;
78.6% With Tris-HCl buffer; calcium chloride; phospholipase A2 In diethyl ether; ethanol at 20℃; for 19h;
  • 10
  • [ 18194-24-6 ]
  • [ 544-63-8 ]
YieldReaction ConditionsOperation in experiment
In various solvent(s) at 37℃; for 0.0833333h; PLase A2, tris (pH=7.8), hydrolysis, various amounts of PLase A2 (also with various amounts of coenzyme Q10);
  • 11
  • 2-(1',2'-dimyristoyl-sn-glycero)-3-methyl-1,3,2-λ5-oxazaphospholane [ No CAS ]
  • [ 77-78-1 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
54% In water
  • 12
  • [ 18194-24-6 ]
  • [ 58-96-8 ]
  • Tetradecanoic acid (R)-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxy}-1-tetradecanoyloxymethyl-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With CaCl2 buffer; sodium acetate; acetic acid In chloroform at 30℃; for 4h; phospholipase D from Streptomyces sp., pH 6.5;
  • 13
  • [ 18194-24-6 ]
  • [ 23356-96-9 ]
  • Tetradecanoic acid (R)-2-[hydroxy-((S)-1-pyrrolidin-2-ylmethoxy)-phosphoryloxy]-1-tetradecanoyloxymethyl-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With CaCl2 buffer; sodium acetate; acetic acid In chloroform at 30℃; for 4h; phospholipase D from Streptomyces sp., pH 6.5;
  • 14
  • [ 18194-24-6 ]
  • [ 13265-84-4 ]
  • Tetradecanoic acid (R)-2-[((2R,3S,4R)-3,4-dihydroxy-3,4-dihydro-2H-pyran-2-ylmethoxy)-hydroxy-phosphoryloxy]-1-tetradecanoyloxymethyl-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
28% With CaCl2 buffer; sodium acetate; acetic acid In chloroform at 30℃; for 4h; phospholipase D from Streptomyces sp., pH 6.5;
  • 15
  • [ 998-07-2 ]
  • [ 74-88-4 ]
  • [ 18194-24-6 ]
  • 16
  • [ 18194-24-6 ]
  • [ 135598-68-4 ]
  • C41H70N4O11P(1-)*Na(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% In chloroform; water at 40℃; phospholipase D from Streptomyces sp. AA 586;
  • 17
  • Toluene-4-sulfonate{2-[((R)-2,3-bis-tetradecanoyloxy-propoxy)-chloro-phosphoryloxy]-ethyl}-trimethyl-ammonium; [ No CAS ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate In chloroform Ambient temperature; Yield given;
YieldReaction ConditionsOperation in experiment
With ethanol; platinum Hydrogenation;
YieldReaction ConditionsOperation in experiment
With ethanol; platinum Hydrogenation;
  • 20
  • [ 50-99-7 ]
  • [ 18194-24-6 ]
  • 1,2-dimyristoyl-sn-glycero-3-phosphoglucose [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Streptomyces sp. phospholipase D In chloroform at 45℃; for 10h;
  • 21
  • [ 28319-77-9 ]
  • [ 544-63-8 ]
  • [ 18194-24-6 ]
  • 22
  • [ 18194-24-6 ]
  • [ 50-89-5 ]
  • dimyristoylphosphatidyl-5'-thymidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
53.6% With D-glucose In chloroform; acetate buffer at 37℃; for 2h;
  • 23
  • [ 18194-24-6 ]
  • 1-myristoyl-2-hydroxy-sn-glycero-3-phosphocholine [ No CAS ]
  • [ 544-63-8 ]
YieldReaction ConditionsOperation in experiment
With phospholipase A2; Tris buffer; calcium chloride In water at 23.5℃; for 1.5h;
  • 24
  • [ 18194-24-6 ]
  • [ 287391-14-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 78.6 percent / aq. Tris-HCl buffer; CaCl2; phospholipase A2 / diethyl ether; ethanol / 19 h / 20 °C / pH 8.0 2: 39.5 percent / DMAP / CHCl3 / 48 h / 30 °C
  • 25
  • [ 55357-38-5 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / CHCl3 / Ambient temperature 2: 10percent aq. NaHCO3 / CHCl3 / Ambient temperature
  • 26
  • [ 69319-98-8 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / CHCl3 / Ambient temperature 2: 10percent aq. NaHCO3 / CHCl3 / Ambient temperature
  • 27
  • [ 28874-52-4 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 2,4,6-triisopropylbenzenesulfonyl chloride / pyridine / 4 h / Ambient temperature 2: trifluoroacetic acid / CH2Cl2 / 0.5 h 3: 60 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene / 18 h / Ambient temperature
  • 28
  • [ 149183-57-3 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: trifluoroacetic acid / CH2Cl2 / 0.5 h 2: 60 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene / 18 h / Ambient temperature
  • 29
  • [ 18194-24-6 ]
  • [ 84713-34-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 0.2 M NaOAc/AcOH, CaCl2, sodium dodecyl sulfate (SDS) / diethyl ether / 240 h / 30 °C / phospholipase D 2: pyridine / 96 h
  • 30
  • [ 60562-16-5 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 89 percent / Et3N / CH2Cl2 / a) 0 deg C, 30 min, b) room temp., 30 min 2: 2-tosyl-3-(4'-nitrophenyl)-oxaziridine (4) / CH2Cl2 / 0 °C 3: 54 percent / H2O
  • 31
  • [ 132630-33-2 ]
  • [ 18194-24-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2-tosyl-3-(4'-nitrophenyl)-oxaziridine (4) / CH2Cl2 / 0 °C 2: 54 percent / H2O
YieldReaction ConditionsOperation in experiment
87% 3 1,2-ditetradecanoyl-sn-glycero-3-phosphocholine EXAMPLE 3 1,2-ditetradecanoyl-sn-glycero-3-phosphocholine 4 g myristic acid anhydride, 1 g glycerophosphatidylcholine and 0.95 g 4-(N, N'-dimethylamino)-pyridine are given into a three-necked flask with stirrer, thermometer and cooler. The mixture is maintained at a temperature of 100° C. for 3.5 hours and is customarily worked up after cooling. Yield: 2.3 g (87% of theoretical yield)
YieldReaction ConditionsOperation in experiment
With phospholipase A2 from porcine pancreas; water; sodium cholate; sodium chloride; calcium chloride at 37℃; aq. buffer; Enzymatic reaction; 2.7. Determination of the kinetic constants of ppPLA2 by pH-stat titration General procedure: For the preparation of the substrate stock solution, 50 μmol of 1,2- or 1,3-PCs with acyl chain lengths of C10-C16 were dissolved in 500 μL of chloroform. The solvent was evaporated under vacuum, and the lipid film was dissolved in 10 mL of 5 mM sodium deoxycholate containing 100 mM NaCl by vortexing for 15 min as described above. The assay solution (1.5 mL) contained 20-1000 μL of the substrate stock solution, 500 μL of 1 mM Tris/HCl buffer, pH 8.0 with 100 mM NaCl and 16 mM CaCl2, and 980-0 μL H2O. The pH of the reaction mixture was adjusted to 8.0, and the reaction was started at 37 °C by addition of 5 μL (62.5 mg mL-1) of enzyme solution. The amount of liberated fatty acid was determined by continuous titration (3-6 min) with 2 mM NaOH. For the determination of the kinetic constants, initial reaction rates were determined at substrate concentrations between 0.17 and 5 mM and expressed as μmol of liberated fatty acid per minute and mg protein. KM,app and Vmax,app were obtained by non-linear regression using the Michaelis-Menten function in Sigma-Plot 8.0. All data are the means of two independent experimental series.
  • 34
  • [ 18194-24-6 ]
  • 4C56H98O35*C36H72NO8P [ No CAS ]
YieldReaction ConditionsOperation in experiment
In chloroform; water at 40℃; for 0.0833333h;
  • 35
  • [ 18194-24-6 ]
  • [ 61-73-4 ]
  • C36H72NO8P*C34H24N6O14S4(4-)*4Na(1+) [ No CAS ]
  • 36
  • [ 57-09-0 ]
  • [ 18194-24-6 ]
  • [ 61-73-4 ]
  • C19H42N(1+)*Br(1-)*C36H72NO8P*C34H24N6O14S4(4-)*4Na(1+) [ No CAS ]
  • 37
  • [ 57-09-0 ]
  • [ 18194-24-6 ]
  • [ 61-73-4 ]
  • 2C19H42N(1+)*2Br(1-)*2C36H72NO8P*C34H24N6O14S4(4-)*4Na(1+) [ No CAS ]
  • 38
  • [ 57-09-0 ]
  • [ 18194-24-6 ]
  • [ 61-73-4 ]
  • 3C19H42N(1+)*3Br(1-)*3C36H72NO8P*C34H24N6O14S4(4-)*4Na(1+) [ No CAS ]
  • 39
  • [ 573-58-0 ]
  • [ 18194-24-6 ]
  • C32H22N6O6S2(2-)*2Na(1+)*C36H72NO8P [ No CAS ]
  • 40
  • [ 57-09-0 ]
  • [ 573-58-0 ]
  • [ 18194-24-6 ]
  • C32H22N6O6S2(2-)*2Na(1+)*C19H42N(1+)*Br(1-)*C36H72NO8P [ No CAS ]
  • 41
  • [ 57-09-0 ]
  • [ 573-58-0 ]
  • [ 18194-24-6 ]
  • C32H22N6O6S2(2-)*2Na(1+)*2C19H42N(1+)*2Br(1-)*2C36H72NO8P [ No CAS ]
  • 42
  • [ 57-09-0 ]
  • [ 573-58-0 ]
  • [ 18194-24-6 ]
  • C32H22N6O6S2(2-)*2Na(1+)*3C19H42N(1+)*3Br(1-)*3C36H72NO8P [ No CAS ]
  • 43
  • [ 87-99-0 ]
  • [ 18194-24-6 ]
  • 1,2-dimyristoyl-phosphatidylxylitol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With enzyme phospholipase D In diethyl ether at 22 - 37℃; for 18h; Enzymatic reaction; 1 Transphosphatidylation Reaction: General procedure: A transphosphatidylation reaction with the enzyme phospholipase D (PLD) was utilized to synthesize analogs of POPG as previously described by S. F. Yang et al ("Transphosphatidylation by phospholipase D.," J. Biol. Chem., vol. 242, no. 3, pp. 477-84, Feb. 1967). PLD catalyzes the hydrolytic cleavage of terminal phosphate ester bonds of glycerophospholipids with a choline head group but in the presence of an excess of primary alcohol, catalyzes a transphosphatidylase reaction, which exchanges the choline head group for that of the primary alcohol. This method was used to synthesize analogs that contain a xylitol polar head group that differ in their hydrophobic chains. (0157) Aliquots of 5-10 mg of phosphatidylcholine (PC) species in chloroform were dried under a stream of nitrogen gas. Diethyl ether was added to the dried PC species, and once again dried using nitrogen gas to eliminate all of the chloroform. Dried PC species were resuspended in 3.1 mL of diethyl ether. Xylitol at 40%-50% (w/v) was dissolved in a pH 5.5 sodium acetate buffer that contained 120 mM calcium chloride in a final volume of 500 ^L. This aqueous solution was then added to the ether phase of the reaction followed by the addition of PLD at a final concentration of 120 units/mL. The reaction mixture was vortexed 18-24 hours at temperatures ranging from 22°C to 42.5°C. Reactions were stopped by the addition of 50 [iL 0.5 M EDTA. Ether was evaporated under a stream of nitrogen and the lipids were extracted using the Bligh-Dyer method ("A rapid method of total lipid extraction and purification.," Can. J. Biochem. Physiol., vol. 37, no. 8, pp. 911-7, Aug. 1959). Reaction progress was assessed using thin layer chromatography and visualized using 0.1% aqueous (0158) ANSA, followed by exposure to UV light.
  • 44
  • [ 18194-24-6 ]
  • C38H77NO8P(1+)*C18H35O2(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: chloroform / 12 h / 45 °C / Inert atmosphere 2: hydrogenchloride / water 3: chloroform / 0.12 h / 45 °C / Inert atmosphere; Darkness
  • 45
  • [ 18194-24-6 ]
  • 1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: chloroform / 12 h / 45 °C / Inert atmosphere 2: hydrogenchloride / water
  • 46
  • [ 18194-24-6 ]
  • C38H77NO8P(1+)*C18H31O2(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: chloroform / 12 h / 45 °C / Inert atmosphere 2: hydrogenchloride / water 3: chloroform / 0.12 h / 45 °C / Inert atmosphere; Darkness
  • 47
  • [ 18194-24-6 ]
  • C38H77NO8P(1+)*C18H33O2(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: chloroform / 12 h / 45 °C / Inert atmosphere 2: hydrogenchloride / water 3: chloroform / 0.12 h / 45 °C / Inert atmosphere; Darkness
  • 48
  • [ 425-75-2 ]
  • [ 18194-24-6 ]
  • C38H77NO8P(1+)*CF3O3S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In chloroform at 45℃; for 12h; Inert atmosphere;
Same Skeleton Products
Historical Records