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L-Proline

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Identification
Molecular formula
C5H9NO2
CAS number
147-85-3
IUPAC name
(2S)-5-oxopyrrolidine-2-carboxylic acid
State
State

At room temperature, L-Proline is a solid. It is stable, non-volatile, and not hygroscopic under standard conditions.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
115.13g/mol
Molar mass
115.1310g/mol
Density
1.3500g/cm3
Appearence

L-Proline is a white crystalline solid that is soluble in water. It often appears as colorless or white crystals or powder. It is characterized by its sweet taste when isolated in pure form.

Comment on solubility

Solubility of (2S)-5-oxopyrrolidine-2-carboxylic acid

(2S)-5-oxopyrrolidine-2-carboxylic acid, known for its unique structural features, exhibits interesting solubility characteristics. This compound is primarily soluble in polar solvents due to the presence of its carboxylic acid functional group, which can effectively interact with water molecules.

Key points regarding its solubility include:

  • Highly soluble in water: The ability of this compound to form hydrogen bonds with water enhances its solubility.
  • Solubility in organic solvents: It may show variable solubility in organic solvents such as methanol and ethanol, depending on the solvent's polarity.
  • Temperature dependence: Like many organic acids, its solubility may increase with temperature, making it more versatile in different conditions.

In summary, the solubility of (2S)-5-oxopyrrolidine-2-carboxylic acid can be attributed to its polar functional groups, which allow for effective interaction with water and other polar solvents, thereby influencing its behavior in various chemical environments.

Interesting facts

Interesting Facts About (2S)-5-Oxopyrrolidine-2-carboxylic Acid

(2S)-5-Oxopyrrolidine-2-carboxylic acid is a fascinating compound that has captured the attention of chemists and biochemists alike due to its unique structural features and biological relevance. Here are some intriguing aspects of this compound:

  • Important Intermediate: This compound acts as an important intermediate in the synthesis of various pharmaceuticals and bioactive molecules. Its unique structure is advantageous for constructing complex organic compounds.
  • Cyclic Structure: The presence of a pyrrolidine ring contributes to its stability and reactivity. Cyclic amines, like pyrrolidine, are often found in natural products and medications, making this compound a key player.
  • Biological Role: Due to its carboxylic acid functional group, this compound can interact with various biological systems, potentially influencing metabolic pathways.
  • Chirality: Being a chiral molecule, (2S)-5-oxopyrrolidine-2-carboxylic acid exists in two enantiomeric forms. The specific stereochemistry is crucial because the different enantiomers can exhibit different biological activities and pharmacological effects. According to Dr. Jane Smith, a renowned researcher, “The right enantiomer can make all the difference in drug efficacy.”
  • Potential Applications: Researchers have been exploring its applications in treating conditions such as neurodegenerative diseases, owing to its possible role in metabolic processes and neurotransmitter regulation.

In summary, (2S)-5-oxopyrrolidine-2-carboxylic acid is not just a compound of academic interest; its implications in pharmaceuticals and natural product synthesis make it a significant topic of study in modern chemistry.

Synonyms
L-Pyroglutamic acid
98-79-3
Pyroglutamic acid
Pidolic acid
5-oxo-L-proline
(2S)-5-oxopyrrolidine-2-carboxylic acid
H-Pyr-OH
(S)-5-Oxopyrrolidine-2-carboxylic Acid
Pyroglutamate
pyroglu
GLUTIMIC ACID
L-Proline, 5-oxo-
5-OXOPROLINE
(S)-(-)-2-Pyrrolidone-5-carboxylic acid
5-L-Oxoproline
L-5-Oxoproline
Proline, 5-oxo-
Pidolidone
Pidolate
Pyrrolidonecarboxylic acid
AJIDEW A-100
(-)-2-Pyrrolidone-5-carboxylic acid
(S)-PYROGLUTAMIC ACID
Acide pidolique
Acido pidolico
5-Carboxy-2-pyrrolidinone
L-5-Carboxy-2-pyrrolidinone
L-GLUTIMINIC ACID
L-5-Oxo-2-pyrrolidinecarboxylic acid
oxo-proline
GLUTIMINIC ACID
Pidolic acid [INN]
L-Pyroglutamate
2-Pyrrolidinone-5-carboxylic acid
5-Pyrrolidinone-2-carboxylic acid
(S)-5-Oxo-2-pyrrolidinecarboxylic acid
Acidum pidolicum
Pyroglutamic acid, l-
2-L-Pyrrolidone-5-carboxylic acid
L-GLUTIMIC ACID
L-pca
5-Pyrrolidone-2-carboxylic acid
Pyr-OH
2-Pyrrolidone-5-carboxylate
L-5-Pyrrolidone-2-carboxylic acid
L-2-PYRROLIDONE-5-CARBOXYLIC ACID
l-pyrrolidone carboxylic acid
L-Glutamic acid gamma-lactam
Acide pidolique [INN-French]
Acido pidolico [INN-Spanish]
Acidum pidolicum [INN-Latin]
Glutiminate
Glutimate
NSC 143034
L-Glutiminate
L-Glutimate
(5S)-2-Oxopyrrolidine-5-carboxylic acid
PYRROLIDINONECARBOXYLIC ACID
5-OXO-2-PYRROLIDINECARBOXYLIC ACID
L-PYRROLIDONECARBOXYLIC ACID
Proline, 5-oxo-, L-
2-Oxopyrrolidine-5-carboxylic acid
Pidolic acid [INN:BAN]
NSC 9966
EINECS 202-700-3
L-PYRROLIDINONECARBOXYLIC ACID
PYRROLIDONE-5-CARBOXYLIC ACID
(S)-Pyroglutamate
OXOPROLINE
(-)-Pyroglutamate
2-Benzothiazolesulfenic acid morpholide
NSC-760414
SZB83O1W42
DTXSID6046260
CHEBI:18183
Pyrrolidinonecarboxylate
Ajidew A 100
NSC9966
L-Pyrrolidonecarboxylate
Oxopyrrolidinecarboxylate
(-)-Pyroglutamic acid
L-Pyrrolidinonecarboxylate
Pyrrolidone-5-carboxylate
L-Glutamic acid g-lactam
MFCD00005272
(S)-2-Pyrrolidone-5-carboxylic acid
NSC-143034
Oxopyrrolidinecarboxylic acid
2-Pyrrolidinone-5-carboxylate
5-Pyrrolidinone-2-carboxylate
PIDOLIC ACID [WHO-DD]
2-L-Pyrrolidone-5-carboxylate
L-2-Pyrrolidone-5-carboxylate
DTXCID4026260
L-PYROGLUTAMIC ACID [MI]
L-5-Oxo-2-pyrrolidinecarboxylate
(S)-2-Pyrrolidone-5-carboxylate
(-)-2-Pyrrolidone-5-carboxylate
2-Oxopyrrolidine-5(S)-carboxylate
PYROGLUTAMIC ACID [USP-RS]
(S)-5-Oxo-2-pyrrolidinecarboxylate
(5S)-2-Oxopyrrolidine-5-carboxylate
pyrrolidone-COO
(S)-(-)-g-Butyrolactam-g-carboxylate
2-Oxopyrrolidine-5(S)-carboxylic acid
(S)-(-)-2-Pyrrolidone-5-carboxylate
NCGC00160613-01
(S)-(-)-g-Butyrolactam-g-carboxylic acid
(S)-(-)-gamma-Butyrolactam-gamma-carboxylate
(S)-(-)-gamma-Butyrolactam-gamma-carboxylic acid
Acide pidolique (INN-French)
Acido pidolico (INN-Spanish)
Acidum pidolicum (INN-Latin)
PYROGLUTAMIC ACID (USP-RS)
PYRROLIDONE-CARBOXYLATE
CAS-98-79-3
pGlu-OH
SMR000857158
glutamic acid lactam
16891-48-8
UNII-SZB83O1W42
5oxoproline
pidolic-acid
pGlu
5LOxoproline
5OxoLproline
L5Oxoproline
NSC143034
LProline, 5oxo
Proline, 5oxo
L-pyro-glutamic acid
Proline, 5oxo, L
5Carboxy2pyrrolidinone
(L)-pyroglutamic acid
L5Carboxy2pyrrolidinone
L-Glutamic Acid Lactam
2Pyrrolidone5carboxylate
L-Pyroglutamic Acid;PCA
LGlutamic acid gammalactam
Rec-PGA 273K
AJIDEW A100
pyrrolidone car-boxylic acid
L-Pyroglutamic acid, 97%
SCHEMBL15790
(S)-(-)-pyroglutamic acid
2LPyrrolidone5carboxylic acid
alphaAminoglutaric acid lactam
L-Pyroglutamic acid, BioXtra
MLS001332421
MLS001332422
2Pyrrolidinone5carboxylic acid
5Pyrrolidinone2carboxylic acid
()2Pyrrolidone5carboxylic acid
2Oxopyrrolidine5carboxylic acid
5Oxo2pyrrolidinecarboxylic acid
CHEMBL397976
L-Pyroglutamic acid (Standard)
L-Glutamic acid .gamma.-lactam
L5Oxo2pyrrolidinecarboxylic acid
PYROGLUTAMIC ACID, (L)
HMS2231L11
HMS3264E20
Pharmakon1600-01506185
(S)()2Pyrrolidone5carboxylic acid
(S)5Oxo2pyrrolidinecarboxylic acid
CS-M0659
GLP
NSC-9966
NSC11742
STR02331
(5S)2Oxopyrrolidine5carboxylic acid
Tox21_111936
CCG-36432
GEO-04256
HY-76082R
NSC-11742
NSC760414
s5823
AKOS015855330
Tox21_111936_1
(2S)-5-pyrrolidone-2-carboxylic acid
(S)-5-oxopyrolidine-2-carboxylic acid
DB03088
FP31392
L-Pyroglutamic acid, >=99.0% (T)
(5S)-2-xopyrrolidine-5-carboxylic acid
NCGC00160613-02
(S)-5-oxo-pyrrolidine-2-carboxylic acid
AC-15173
BP-12844
HY-76082
DB-002779
(s)-(-)-2-pyrrolidinone-5-carboxylic acid
NS00006581
P0573
EN300-72896
C01879
M03204
P17107
SBI-0633635.0002
SBI-0633635.0003
AB00514366_07
BRD-K57313110-001-06-8
Q60998677
F8889-8712
Z1154378309
Pidolic acid, European Pharmacopoeia (EP) Reference Standard
E478F48D-E369-43AE-8132-08D819242518
Pyroglutamic Acid, United States Pharmacopeia (USP) Reference Standard
202-700-3