P75202
L-Pyroglutamic acid
97%
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
EC Number:
202-700-3
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
82132
MDL number:
assay
97%
form
crystalline powder
optical activity
[α]20/D −10°, c = 13 in H2O
color
white
mp
160-163 °C (lit.)
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
Application
Building block for asymmetric synthesis and pharmaceuticals.
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Journal of Heterocyclic Chemistry, 23, 1059-1059 (1986)
K L Yu et al.
Journal of medicinal chemistry, 31(7), 1430-1436 (1988-07-01)
Two series of conformationally constrained analogues of Pro-Leu-Gly-NH2 (PLG) have been synthesized. In one series of analogues, the Leu-Gly-NH2 dipeptide segment of PLG was replaced with the gamma-lactam residues 3(S)- and 3(R)-amino-2-oxopyrrolidineacetamide and the delta-lactam residue 3(S)-amino-2-oxopiperidineacetamide. The corresponding gamma-lactam
Russell W Friesen et al.
The Journal of nutrition, 137(12), 2641-2646 (2007-11-22)
Choline and glycine are inter-related through their roles in methyl metabolism. Choline is metabolized to betaine, which donates a methyl group to homocysteine to form methionine, also generating dimethylglycine, which is further metabolized to glycine. Choline is transported across the