A cyclized form of glutamic acid
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DL-Pyroglutamic Acid

Item No. 36375

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-oxo-proline
CAS Number
149-87-1
Synonyms
  • NSC 40887
  • 5-oxo-DL-Proline
  • (±)-Pyroglutamic Acid
Molecular Formula
C5H7NO3
Formula Weight
129.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
202 nm
SMILES
O=C1CCC(C(O)=O)N1
InChi Code
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
InChi Key
ODHCTXKNWHHXJC-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 g

    $29

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    100 g

    $49

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    250 g

    $99

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    500 g

    $156

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    Product Description

    DL-Pyroglutamic acid is a cyclized form of glutamic acid that has been found in E. aureum and is a racemic mixture of the D-glutamate metabolite D-pyroglutamic acid (Item No. 31170) and the L-glutamate and L-glutamine metabolite L-pyroglutamic acid (Item No. 36531).1 A DL-pyroglutamic acid-magnesium complex decreases immobility time in the forced swim test and increases the latency to paw withdrawal in the hot plate test in rats.2 DL-Pyroglutamic acid has been used as a building block in the synthesis of GABA peptides with antinociceptive activity in rats.3 Plasma levels of D- and L-pyroglutamic acid are increased in patients with end-stage renal disease.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Meshram, A., Bhagyawant, S.S., and Srivastava, N. Characterization of pyrrolidine alkaloids of Epipremnum aureum for their antitermite activity against subterranean termites with SEM studies. Proc. Natl. Acad. Sci. India Sect. B Biol. Sci. 89(1), 53-62 (2019).

    2. Martini, N., Parente, J.E., Toledo, M.E., et al. Antidepressant and antinociceptive activities in animal models and in vitro assessment of the anti-thyroid activity of bis(DL-pyroglutamate)magnesium complex. Pharmacol. Rep. 71(6), 1273-1280 (2019).

    3. Adamyan, N.H., Topchyan, H.V., Poghosyan, V.H., et al. Synthesis and antinociceptive activity of GABA and pyroglutamic acid short peptides. Pharm. Chem. J. 56, 339–344 (2022).

    4. Palekar, A.G., Tate, S.S., Sullivan, J.F., et al. Accumulation of 50oxo-L-proline and 5-oxo-D-proline in the blood plasma in end stage renal disease. Biochem. Med. 14(3), 339-345 (1975).