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Methyl L-pyroglutamate

CAS# 4931-66-2

Methyl L-pyroglutamate

2D Structure

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Quality Control of Methyl L-pyroglutamate

3D structure

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Methyl L-pyroglutamate

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Chemical Properties of Methyl L-pyroglutamate

Cas No. 4931-66-2 SDF Download SDF
PubChem ID 78646 Appearance Oil
Formula C6H9NO3 M.Wt 143.14
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (2S)-5-oxopyrrolidine-2-carboxylate
SMILES COC(=O)C1CCC(=O)N1
Standard InChIKey HQGPKMSGXAUKHT-BYPYZUCNSA-N
Standard InChI InChI=1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Methyl L-pyroglutamate

The roots of Brachystemmacalycinum D.Don.

Protocol of Methyl L-pyroglutamate

Structure Identification
Bioorg Med Chem Lett. 2015 May 1;25(9):1965-70.

Synthesis of [(11)C]GSK1482160 as a new PET agent for targeting P2X(7) receptor.[Pubmed: 25819093 ]


METHODS AND RESULTS:
The authentic standards GSK1482160 and its isomer, as well as the radiolabeling precursors desmethyl-GSK1482160 and Boc-protected desmethyl-GSK1482160 were synthesized from L-pyroglutamic acid, Methyl L-pyroglutamate and 2-chloro-3-(trifluoromethyl)benzylamine with overall chemical yield 27-28% in 3 steps, 58% in 4 steps, 76% in 1 step and 33% in 2 steps, respectively. [(11)C]GSK1482160 was prepared from either desmethyl-GSK1482160 or Boc-protected desmethyl-GSK1482160 with [(11)C]CH3OTf through N-[(11)C]methylation and isolated by HPLC combined with SPE in 40-50% and 30-40% radiochemical yield, respectively, based on [(11)C]CO2 and decay corrected to end of bombardment (EOB).
CONCLUSIONS:
The radiochemical purity was >99%, and the specific activity at EOB was 370-1110 GBq/μmol with a total synthesis time of ~40-min from EOB.

Methyl L-pyroglutamate Dilution Calculator

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Methyl L-pyroglutamate Molarity Calculator

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Preparing Stock Solutions of Methyl L-pyroglutamate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.9862 mL 34.9308 mL 69.8617 mL 139.7233 mL 174.6542 mL
5 mM 1.3972 mL 6.9862 mL 13.9723 mL 27.9447 mL 34.9308 mL
10 mM 0.6986 mL 3.4931 mL 6.9862 mL 13.9723 mL 17.4654 mL
50 mM 0.1397 mL 0.6986 mL 1.3972 mL 2.7945 mL 3.4931 mL
100 mM 0.0699 mL 0.3493 mL 0.6986 mL 1.3972 mL 1.7465 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Methyl L-pyroglutamate

Synthesis of [(11)C]GSK1482160 as a new PET agent for targeting P2X(7) receptor.[Pubmed:25819093]

Bioorg Med Chem Lett. 2015 May 1;25(9):1965-70.

The authentic standards GSK1482160 and its isomer, as well as the radiolabeling precursors desmethyl-GSK1482160 and Boc-protected desmethyl-GSK1482160 were synthesized from L-pyroglutamic acid, Methyl L-pyroglutamate and 2-chloro-3-(trifluoromethyl)benzylamine with overall chemical yield 27-28% in 3 steps, 58% in 4 steps, 76% in 1 step and 33% in 2 steps, respectively. [(11)C]GSK1482160 was prepared from either desmethyl-GSK1482160 or Boc-protected desmethyl-GSK1482160 with [(11)C]CH3OTf through N-[(11)C]methylation and isolated by HPLC combined with SPE in 40-50% and 30-40% radiochemical yield, respectively, based on [(11)C]CO2 and decay corrected to end of bombardment (EOB). The radiochemical purity was >99%, and the specific activity at EOB was 370-1110 GBq/mumol with a total synthesis time of approximately 40-min from EOB.

Description

Methyl L-pyroglutamate ((S)-Methyl 5-oxopyrrolidine-2-carboxylate;L-Pyroglutamic acid methyl ester) is isolated from P. oleracea and has anti-inflammatory activity.

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