D-Pyroglutamic acid
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D-Pyroglutamic acid ??
- ???
- 155-162 °C
- ??
- 27.5 º (c=10,1N NaOH)
- ?? ?
- 239.15°C (rough estimate)
- ??
- 1.3816 (rough estimate)
- ???
- 10 ° (C=5, H2O)
- ?? ??
- Sealed in dry,Room Temperature
- ???
- ? ???????????, DMSO (?? ???), ??? (?? ???), ?
- ??? ??
- ??
- ??? ??
- ??? ??
- ?? ?? (pKa)
- 3.48±0.20(Predicted)
- ??
- ???? ?? ?????
- ?? ??
- [α]22/D +10°, c = 1.5 in H2O
- ???
- ??
- Merck
- 14,8001
- BRN
- 82133
- ?? ??
- ???? ??
- InChI
- 1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1
- InChIKey
- ODHCTXKNWHHXJC-GSVOUGTGSA-N
- SMILES
- OC(=O)[C@H]1CCC(=O)N1
- CAS ??????
- 4042-36-8(CAS DataBase Reference)
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- ?? ? ???? ?? (GHS)
| ??? ?? | Xi | ||
|---|---|---|---|
| ?? ???? ?? | 36/37/38 | ||
| ????? | 26-36-37/39 | ||
| WGK ?? | 3 | ||
| HS ?? | 29339900 | ||
| ???? ??? | 11 - Combustible Solids |
D-Pyroglutamic acid C??? ??, ??, ??
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D-Pyroglutamic acid, also known as 5-oxo-D-proline, is a metabolite of D-glutamate. It is formed from D-glutamate by D-glutamate cyclase. The levels of D-pyroglutamic acid are increased in the urine of patients with nascent metabolic syndrome and the plasma of patients with end-stage renal disease.??? ??
white to light yellow crystal powder.??
ChEBI: D-Pyroglutamic acid is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a D-proline derivative and a 5-oxoproline. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.???? ??
D-Pyroglutamic acid (PCA) is a cyclic derivative of glutamic acid, physiologically present in mammalian tissues. It has been shown that PCA releases GABA from the cerebral cortex and displays anti-anxiety effects in a simple approach-avoidance conflict situation in the rat. In clinical pharmacology experiments, PCA significantly shortens the plasma half-life of ethanol during acute intoxication.Purification Methods
Purify R-pyroglutamic acid by dissolving it in H2O, filtering, passing the filtrate through Dowex 50 (H+ form), washing with H2O, pooling washings, evaporating, removing H2O azeotropically with Me2CO and *C6H6, washing the residue with Et2O and recrystallising from EtOH/pet ether. [Pradeller et al. Collect Czech Chem Commun 42 79, 80 1977, Beilstein 22/6 V 7.]?? ??
1. Ariyoshi, M., Katane, M., Hamase, K., et al. D-Glutamate is metabolized in the heart mitochondria. Sci. Rep. 7, 43911 (2017). DOI:10.1038/srep439112. Shim, K., Gulhar, R., and Jialal, I. Exploratory metabolomics of nascent metabolic syndrome. J. Diabetes Complications 33(3), 212-216 (2019). DOI:10.1016/j.jdiacomp.2018.12.002
3. Palekar AG, et al. Accumulation of 50oxo-L-proline and 5-oxo-D-proline in the blood plasma in end stage renal disease. Biochem Med. 1975 Nov;14(3):339-45. DOI:10.1016/0006-2944(75)90052-6
4. D-Pyroglutamic Acid Production from L-Glutamic Acid by Successive Racemization, Resolution and Dehydration. DOI:10.6967/JCICE.200003.0177
D-Pyroglutamic acid ?? ?? ? ???
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D-Pyroglutamic acid ?? ??
???( 503)?? ??
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D-Pyroglutamic acid ?? ??:
???? ???? ????? ?? L-(-)-??? 2-????? L-????? L-????? ? 2-????-5-?????
D-Proline
Polyglutamic acid
GLDH
EPA
Ascoric Acid
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
Ethyl D-(-)-pyroglutamate
Sodium L-pyroglutamate
Z-L-PYROGLUTAMIC ACID,N-ALPHA-CARBOBENZOXY-L-PYROGLUTAMIC ACID,N-ALPHA-CBZ-L-PYROGLUTAMIC ACID,N-BENZYLOXYCARBONYL-L-PYROGLUTAMIC ACID,N-CBZ-L-PYROGLUTAMIC ACID