83160
L-Pyroglutamic acid
≥99.0% (T), for peptide synthesis
Synonym(s):
(S)-(−)-2-Pyrrolidone-5-carboxylic acid, (S)-5-Oxo-2-pyrrolidinecarboxylic acid
About This Item
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
- Nonproteinogenic amino acids such as (3S,4R)-3,4-dimethyl-L-pyroglutamic acid and (3S,4R)-3,4-dimethyl-L-glutamine.
- Chiral N-heterocyclic carbenes (NHCs) as catalysts for the asymmetric dimerization of alkylarylketenes to give the corresponding α-quaternary β-alkylidenyl-β-lactones.
It is also used in the total synthesis of (−)-stemoamide and celogentin C.
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
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