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292915
DL-Pyroglutaminsäure
99%
Synonym(e):
2-Pyrrolidon-5-carbonsäure, DL-5-Oxo-prolin
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About This Item
Empirische Formel (Hill-System):
C5H7NO3
CAS-Nummer:
Molekulargewicht:
129.11
Beilstein:
82134
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
99%
Eignung der Reaktion
reaction type: solution phase peptide synthesis
mp (Schmelzpunkt)
183-185 °C (lit.)
Anwendung(en)
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)
InChIKey
ODHCTXKNWHHXJC-UHFFFAOYSA-N
Allgemeine Beschreibung
DL-Pyroglutamic acid serves as a chiral building block and a chiral auxiliary in asymmetric synthesis.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
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
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
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
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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