Skip to Content
Merck
All Photos(1)

Documents

292915

Sigma-Aldrich

2-Pyrrolidone-5-carboxylic acid

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
149-87-1
Molecular Weight:
129.11
Beilstein:
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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service