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L-Pyroglutamic acid (CAS 98-79-3)

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Alternate Names:
(S)-(−)-2-Pyrrolidone-5-carboxylic acid
Application:
L-Pyroglutamic acid is a building block for pharmaceuticals and asymmetric synthesis
CAS Number:
98-79-3
Purity:
≥99%
Molecular Weight:
129.11
Molecular Formula:
C5H7NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-Pyroglutamic acid is an occurring amino acid derivative that functions as a key intermediate in the glutathione biosynthesis pathway. It plays a role in the regulation of cellular redox balance by participating in the synthesis of glutathione, a major antioxidant in cells. L-Pyroglutamic acid acts as a substrate for the enzyme glutamate-cysteine ligase, which catalyzes the first and rate-limiting step in glutathione synthesis. By providing the necessary precursor for glutathione production, L-Pyroglutamic acid contributes to the maintenance of cellular antioxidant defenses and protection against oxidative stress. Its mechanism of action involves the incorporation of L-Pyroglutamic acid into the glutathione molecule, enabling the formation of disulfide bonds critical for its antioxidant function. L-Pyroglutamic Acid′s functional role in the experimental lies in its involvement in the biosynthesis of glutathione, thereby influencing cellular redox homeostasis and oxidative stress response.


L-Pyroglutamic acid (CAS 98-79-3) References

  1. L-pyroglutamic acid protects rat cortical neurons against sodium glutamate-induced injury.  |  Xiao, XQ. and Liu, GQ. 1999. Zhongguo Yao Li Xue Bao. 20: 733-6. PMID: 10678108
  2. A new endogenous anxiolytic agent: L-pyroglutamic acid.  |  Beni, M., et al. 1988. Fundam Clin Pharmacol. 2: 77-82. PMID: 2455680
  3. Influence of l-pyroglutamic acid on the color formation process of non-enzymatic browning reactions.  |  Wegener, S., et al. 2017. Food Chem. 232: 450-454. PMID: 28490097
  4. Synthesis and bioactivities evaluation of l-pyroglutamic acid analogues from natural product lead.  |  Gang, FL., et al. 2018. Bioorg Med Chem. 26: 4644-4649. PMID: 30119995
  5. Resistance-Related l-Pyroglutamic Acid Affects the Biosynthesis of Trichothecenes and Phenylpropanoids by F. graminearum Sensu Stricto.  |  Bilska, K., et al. 2018. Toxins (Basel). 10: PMID: 30477204
  6. Bifunctional N-Heterocyclic Carbenes Derived from l-Pyroglutamic Acid and Their Applications in Enantioselective Organocatalysis.  |  Chen, XY., et al. 2020. Acc Chem Res. 53: 690-702. PMID: 32142245
  7. Metabolomic profiling reveals serum L-pyroglutamic acid as a potential diagnostic biomarker for systemic lupus erythematosus.  |  Zhang, Q., et al. 2021. Rheumatology (Oxford). 60: 598-606. PMID: 32259244
  8. l-Pyroglutamic Acid-Modified CdSe/ZnS Quantum Dots: A New Fluorescence-Responsive Chiral Sensing Platform for Stereospecific Molecular Recognition.  |  Zhu, F., et al. 2020. Anal Chem. 92: 12040-12048. PMID: 32786480
  9. Terahertz spectroscopy of temperature-induced transformation between glutamic acid, pyroglutamic acid and racemic pyroglutamic acid.  |  Zhu, Z., et al. 2022. Spectrochim Acta A Mol Biomol Spectrosc. 275: 121150. PMID: 35313170
  10. Role of pyroglutamic acid in cumulus cells of women with polycystic ovary syndrome.  |  Turathum, B., et al. 2022. J Assist Reprod Genet. 39: 2737-2746. PMID: 36322230
  11. Natural products-based: Synthesis and antifungal activity evaluation of novel L-pyroglutamic acid analogues.  |  Ai, L., et al. 2022. Front Plant Sci. 13: 1102411. PMID: 36618642
  12. Molecular Mechanism of L-Pyroglutamic Acid Interaction with the Human Sour Receptor.  |  Eom, S., et al. 2023. J Microbiol Biotechnol. 33: 203-210. PMID: 36655284
  13. Neurochemical effects of L-pyroglutamic acid.  |  de Mello, CF., et al. 1995. Neurochem Res. 20: 1437-41. PMID: 8789605

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-Pyroglutamic acid, 25 g

sc-255245
25 g
$29.00

L-Pyroglutamic acid, 100 g

sc-255245A
100 g
$61.00

L-Pyroglutamic acid, 1 kg

sc-255245B
1 kg
$178.00