(proton form) (ammonium salt) (proton form) (ammonium salt) LMGP / LM1-057A. -16 to -24 C
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1 Systematic name: Common name(s):, GPA(17:0/14:1(9Z)) Chemical Molecular weight: Exact Mass Molecular Weight: Product# / Lot #: (proton form) (proton form) LMGP / LM1-057A Manufacture date: September 28, 2005 Storage Conditions: -16 to -24 C Concentration: Volume: Total Amount/Ampoule: μm ml µg (based on proton form) Solvent: Structural Information: methanol H P H H Chemical Formula: C 34 H 65 8 P Exact Mass: Molecular Weight: Reviewed: Date: Signature on file 10/19/05 Page 1 of 9
2 TLC: Conditions: Plate A Mobile Phase: Plate B Mobile Phase: 65:25:4 CHCl 3 :MeH:H 2 65:25:4 CHCl 3 :MeH:NH 4 H Plate A Plate B Lane 1: Suitability (18:1 PE + oleic acid and 18:1 LPE) Lane 2 GPA(17:0/14:1(9Z)) ne spot in iodine and water, ninhydrin (-), phosphorus (+), char (+) Flame Atomic Absorption (Calcium): GPA(17:0/14:1(9Z)) = 19 ppm Ca Page 2 of 9
3 Proton Nuclear Magnetic Resonance ( 1 H-NMR): Conditions: Sample conc.: 25 mg/ml in 8:2 CDCl 3 : CD 3 D Temp.: 300 K Field Strength: 300 MHz Pulse: 30 for 2.70 sec. Relaxation time: 1 sec. # of scans: 16 Line Broadening: 0.20 Hz Shift standard: TMS = PPM Chemical Shift PPM Shift (PPM) Actual Protons Theoretical Protons Assignment not detected 0 2 H chloroform peak oleifinic protons & proton oncarbon 2 of the glycero backbone proton on carbon 1 of the glycero backbone H 2 peak proton on carbon 1 of the glycero backbone & H 2 peak protons on carbon 3 of the glycero backbone ~ Methanol peak alpha protons allylic protons beta protons remaining -CH 2 - on the fatty acid chains methyls on the fatty acid chains Actual Theoretical Sum Protons Sum Protons Page 3 of 9
4 Phosphorus Nuclear Magnetic Resonance ( 31 P-NMR): Conditions: Sample conc.: 25 mg/ml in 8:2 CDCl 3 : CD 3 D Temp.: 300 K Field Strength: MHz Pulse: 30 for sec. Relaxation time: 2 sec. # of scans: 256 Line Broadening: 1.0 Hz Chemical Shift PPM ne shift under described conditions Page 4 of 9
5 Reversed Phase HPLC with Evaporative Light Scattering Detection (HPLC/ELSD): Conditions: Mobile Phase A: 1:1 MeH:H mm NH 4 AC Mobile Phase B: 100 % MeH + 20 mm NH 4 AC Gradient:. Mobile Phase A Mobile Phase B 0 min 25% 75% 5 min 25% 75% 10 min 10% 90% 20 min 0% 100% 30 min 0% 100% Column: C8, 4.6 mm X 150 mm i.d,5µm Flow rate: 1 ml/min Detector: Sedex 75, 40 degrees C, 3.5 bar, gain of 5 Injection Volume: 10 1 µg/µl mv Time (min) Purity = 100% AUC Page 5 of 9
6 Fatty Acid Methyl Esters by Capillary Gas Chromatography (GC-FAME): Conditions: Column: DB-225, 30M X 0.25 mm, i.d. Temperatures: Initial Temp. = 220 C Injection = 250 C, Detector = 250 C Carrier: Grade 5 Helium at 1 ml/min Injection: Sample: 1 1:20 split 5 mg/ml in hexane after reaction with 0.2N sodium methoxide in methanol at room temperature for 5 minutes (14:1) (17:0) Counts Time (min) Purity = 100% (AUC) 14:1 and 17:0 FAMEs Page 6 of 9
7 Mass Spectroscopy: Qualitative Conditions: Flow infusion scan Period 1 Experiment 1: Instrument: Applied Biosystems 4000 Q Trap Scan Type: Enhanced MS (EMS) Polarity: Negative Scan Mode: Profile Ion Source: Turbo Spray Start (amu) Stop (amu) Time (sec) Param Start Stop AF EXB E E [M-H] - 8.0E+06 Intensity, cps 6.0E E E [M-H+ Na + HC] [M-H+ Na +CH 3 C] 0.0E m/z, amu -EMS: [M-H] - = u, [M-H+Na+HC] - = u, [M-H+Na+CH 3 C] - = u. Page 7 of 9
8 Qualitative Conditions: Flow infusion QTrap Period 1 Experiment 2: Instrument: Applied Biosystems 4000 Q Trap Scan Type: Enhanced Resolution (ER) Polarity: Negative Scan Mode: Profile Ion Source: Turbo Spray Start (amu) Stop (amu) Time (sec) Param Start Stop AF EXB E E [M-H] - 2.5E+08 Intensity, cps 2.0E E E E E m/z, amu -ER: [M-H] - = u Page 8 of 9
9 Quantitative Conditions: HPLC/MS/MS Comment: Luna C18 2x20mm, 3µ Mobile Phase A: 7.2:2.0:6.2:1.0, 20 mm (NH 4 ) 2 C 3 in H 2 ph adj. to 9.6 w/ NH 4 H: IPA: THF: ACN Mobile Phase B: 7.4:2.2:3.7, IPA: THF: ACN MRM Transition Q1 Mass (amu) Q3 Mass (amu) Dwell(msec) Step Table Step Total Time Flow Rate A (%) B (%) (min) (µl/min) E E+05 Intensity, cps 1.5E E E E Time (min) Total GPA(17:0/14:1(9Z)) = µm Page 9 of 9
PI(17:0/14:1(9Z)) (Proton Form) (Ammonium salt Form) (Proton Form) (Ammonium salt Form) LMGP / LM7-112B
Systematic name: Common name(s): Chemical Molecular weight: Exact Mass Molecular Weight: Product# / Lot #: 1-heptadecanoyl-2-(9Z-tetradecenoyl)-sn-glycero-3-phospho-(1'- myo-inositol)(ammonium Salt) PI(17:0/14:1(9Z))
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