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292915

Sigma-Aldrich

2-Pyrrolidone-5-carboxylic acid

99%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C5H7NO3
Número de CAS:
149-87-1
Peso molecular:
129.11
Beilstein/REAXYS Number:
82134
EC Number:
205-748-3
MDL number:
MFCD00064322
UNSPSC Code:
12352106
PubChem Substance ID:
24857617
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

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
Jessica Fiori et al.
Journal of chromatography. A, 1562, 115-122 (2018-06-04)
Monomeric catechins are important compounds in green tea accounting for potential bioactivity against a wide range of diseases. Besides catechins, l-Theanine (γ-glutamylethylamide), a characteristic amino acid in tea leaves, has become a further focus of the phytochemical research for the
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