Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

83160

Sigma-Aldrich

L-Pyroglutamic acid

≥99.0% (T), for peptide synthesis

Synonym(s):

(S)-(−)-2-Pyrrolidone-5-carboxylic acid, (S)-5-Oxo-2-pyrrolidinecarboxylic acid

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

About This Item

Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
98-79-3
Molecular Weight:
129.11
Beilstein:
82132
EC Number:
202-700-3
MDL number:
MFCD00005272
UNSPSC Code:
12352209
PubChem Substance ID:
57652948
NACRES:
NA.22
Pricing and availability is not currently available.

Product Name

L-Pyroglutamic acid, ≥99.0% (T)

Quality Level

200

Assay

≥99.0% (T)

form

solid

optical activity

[α]20/D −10.5±1°, c = 5% in H2O

optical purity

enantiomeric ratio: ≥99:1 (GC)

reaction suitability

reaction type: solution phase peptide synthesis

ign. residue

≤0.05%

mp

155-162 °C
160-163 °C (lit.)

application(s)

peptide synthesis

Looking for similar products? Visit Product Comparison Guide

Application

L-Pyroglutamic acid is used in the synthesis of:
  • Nonproteinogenic amino acids such as (3S,4R)-3,4-dimethyl-L-pyroglutamic acid and (3S,4R)-3,4-dimethyl-L-glutamine.[1]
  • Chiral N-heterocyclic carbenes (NHCs) as catalysts for the asymmetric dimerization of alkylarylketenes to give the corresponding α-quaternary β-alkylidenyl-β-lactones.[2]

It is also used in the total synthesis of (−)-stemoamide[3] and celogentin C.[4]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1

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
  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCL6412
    BCCJ8845
    BCCG8513
    BCCF4459
    BCCD8715

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Search for a COA

    Already Own This Product?

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

    Visit the Document Library

    W M Blankesteijn et al.
    European journal of pharmacology, 244(1), 21-27 (1993-01-04)
    Muscarinic receptors in mammalian kidney seem to be involved in diuresis. In this study we give a detailed characterization of receptors in rat kidney. Specific binding of [3H](-)-quinuclidinylbenzilate ([3H]QNB) to membranes of rat kidney cortex was saturable and of high
    D L DeHaven-Hudkins et al.
    Life sciences, 53(1), 41-48 (1993-01-01)
    The allosteric modulation of sigma recognition sites by phenytoin (diphenylhydantoin) has been demonstrated by the ability of phenytoin to stimulate binding of various [3H] sigma ligands, as well as to slow dissociation from sigma sites and to shift sigma sites

    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