292915
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
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-748-3
Beilstein/REAXYS Number:
82134
MDL number:
InChI key
ODHCTXKNWHHXJC-UHFFFAOYSA-N
InChI
1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
SMILES string
OC(=O)C1CCC(=O)N1
assay
99%
reaction suitability
reaction type: solution phase peptide synthesis
mp
183-185 °C (lit.)
application(s)
peptide synthesis
Quality Level
General description
DL-Pyroglutamic acid serves as a chiral building block and a chiral auxiliary in asymmetric synthesis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Pyroglutamic acid: a versatile building block in asymmetric synthesis
C Najera, et al.
Tetrahedron Asymmetry, 10, 2245-2303 (1999)
Chien-Ming Hsieh et al.
Pharmaceutics, 12(6) (2020-06-18)
Extracellular matrix (ECM) hydrogel can create a favorable regenerative microenvironment and act as a promising dressing for accelerating the healing of diabetic wound. In this study, a simple and effective decellularization technique was developed and optimized to obtain acellular extracellular
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
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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