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292915

Sigma-Aldrich

2-Pyrrolidone-5-carboxylic acid

99%

Synonym(s):

DL-5-Oxo-2-pyrrolidinecarboxylic acid, DL-Pyroglutamic acid

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About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
Molecular Weight:
129.11
Beilstein:
82134
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

reaction suitability

reaction type: solution phase peptide synthesis

mp

183-185 °C (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)C1CCC(=O)N1

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

General description

DL-Pyroglutamic acid serves as a chiral building block and a chiral auxiliary in asymmetric synthesis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Andres Gil et al.
Journal of pharmaceutical and biomedical analysis, 160, 289-296 (2018-08-17)
Oxidative stress is suggested to play an important role in several pathophysiological conditions. A recent study showed that decreasing 5-oxoproline (pyroglutamate) concentration, an important mediator of oxidative stress, by over-expressing 5-oxoprolinase, improves cardiac function post-myocardial infarction in mice. The aim
Stefania Perticaroli et al.
Biochimica et biophysica acta. Biomembranes, 1861(2), 403-409 (2018-11-23)
The superficial layer of the skin, the stratum corneum (SC), consists of corneocytes surrounded by lipid regions and acts as a protective barrier for the body against water loss, toxic agents and microorganisms. As most substances permeate the stratum corneum
Chien-Ming Hsieh et al.
Pharmaceutics, 12(6) (2020-06-18)
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Lucia Montenegro et al.
Nanomaterials (Basel, Switzerland), 9(1) (2019-01-02)
Idebenone (IDE), a strong antioxidant widely investigated for the treatment of neurodegenerative diseases and skin disorders, shows low oral and topical bioavailability due to its unfavorable physico-chemical properties. In this work, to improve IDE topical effectiveness, we explored a two-steps
Tetsuyuki Takahashi et al.
Biochemical and biophysical research communications, 516(2), 388-396 (2019-06-21)
Inhibition of prostaglandin E2 signaling via EP2/EP4 prostanoid receptors suppresses Insulin-like growth factor (IGF)-1-induced proliferation of pancreatic cancer BxPC-3 cells. To better understand the mechanism of EP2/EP4 signaling for controlling cell proliferation, we performed metabolome analyses in BxPC-3 cells treated with IGF-1

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