This item is not a food grade product. Currently, a food grade L-Pyroglutamic acid is not available.
83160
L-Pyroglutamic acid
≥99.0% (T), for peptide synthesis
Synonym(s):
(S)-(−)-2-Pyrrolidone-5-carboxylic acid, (S)-5-Oxo-2-pyrrolidinecarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
Molecular Weight:
129.11
Beilstein:
82132
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.
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Product Name
L-Pyroglutamic acid, ≥99.0% (T)
Quality Level
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
SMILES string
OC(=O)[C@@H]1CCC(=O)N1
InChI
1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChI key
ODHCTXKNWHHXJC-VKHMYHEASA-N
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Application
L-Pyroglutamic acid is used in the synthesis of:
It is also used in the total synthesis of (−)-stemoamide[3] and celogentin C.[4]
- 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]
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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Synthesis and analysis of the sterically constrained L-glutamine analogues (3S, 4R)-3, 4-dimethyl-L-glutamine and (3S, 4R)-3, 4-dimethyl-L-pyroglutamic acid
Acevedo CM et al.
Tetrahedron, 57(30), 6353-6359 (2001)
Asymmetric Dimerization of Disubstituted Ketenes Catalyzed by N-Heterocyclic Carbenes
Lv H and Zhang et al.
advanced synthesis and catalysis, 350(17), 2715-2718 (2008)
Total Syntheses of (?)-and (−)-Stemoamide
Jacobi PA and Lee K
Journal of the American Chemical Society, 122(18), 4295-4303 (2000)
Total Synthesis of Celogentin C by Stereoselective C-H Activation
Feng Y and Chen G
Angewandte Chemie (International ed. in English), 122(5), 970-973 (2010)
Franz Gruber et al.
Current biology : CB, 23(6), 507-514 (2013-03-13)
Motivation controls behavior [1]. A variety of food-related behaviors undergo motivational modulation by hunger, satiety, and other states [2-4]. Here we searched for critical satiation factors modulating approach to an odor associated with sugar reward in Drosophila melanogaster. We selectively
Protocols
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Science Slam panel: Leading gene therapy developers discuss commercialization challenges and the importance of robust process development plans.
Science Slam panel: Leading gene therapy developers discuss commercialization challenges and the importance of robust process development plans.
Science Slam panel: Leading gene therapy developers discuss commercialization challenges and the importance of robust process development plans.
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