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L-Proline

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Identification
Molecular formula
C5H9NO2
CAS number
147-85-3
IUPAC name
3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid
State
State

At room temperature, L-Proline appears as a solid. It is known for its role as an essential component in the biosynthesis of proteins.

Melting point (Celsius)
221.00
Melting point (Kelvin)
494.15
Boiling point (Celsius)
288.00
Boiling point (Kelvin)
561.15
General information
Molecular weight
115.13g/mol
Molar mass
115.1310g/mol
Density
1.3500g/cm3
Appearence

L-Proline is a colorless to white crystalline solid. It typically appears as white crystalline powder or crystals.

Comment on solubility

Solubility of 3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid

The compound 3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid, with the chemical formula C5H9NO2, showcases interesting solubility characteristics due to its functional groups. This compound contains both carboxylic acid groups which are known to enhance solubility in polar solvents. Here are some key points to consider regarding its solubility:

  • Polar Solvents: Due to the presence of two carboxylic acid groups, this compound is likely to be soluble in water and other polar organic solvents.
  • Hydrogen Bonding: The carboxyl (-COOH) groups can participate in hydrogen bonding, facilitating interaction with water molecules, thus improving solubility.
  • pH Dependency: The solubility can significantly depend on the pH of the solution. In acidic conditions, protonation of the carboxylate anion can alter solubility.
  • Temperature Effect: Like many organic acids, solubility may increase with temperature, making it easier to dissolve at elevated temperatures.

In summary, the solubility of 3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid is primarily influenced by its functional groups, with a tendency towards higher solubility in polar solvents and under the right conditions of pH and temperature. Understanding these aspects is crucial for applications in both industrial and laboratory settings.

Interesting facts

Interesting Facts About 3-(Carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid

This intriguing compound, also known by its systematic name, is a derivative of pyrrolidine and contains multiple functional groups that contribute to its uniqueness and potential applications.

Key Features

  • Structure: The compound features a pyrrolidine ring, which is characterized by its five-membered nitrogen-containing structure. This functionality is noteworthy for its stability and reactivity.
  • Functional Groups: It includes both carboxymethyl and carboxylic acid groups, introducing polar characteristics which can enhance solubility in polar solvents, making it particularly useful in biochemical applications.
  • Reactivity: The presence of the isopropenyl group offers the possibility for further chemical reactions such as polymerization, which can lead to innovative materials in synthetic chemistry.
  • Potential Applications: Compounds with similar structures are often evaluated for pharmaceutical properties. They may show promise in medicinal chemistry, particularly in drug design focused on modulating biological activity.

Biological Significance

This compound has sparked interest due to its structural similarity to naturally occurring amino acids, which are fundamental to many biological processes. The ability to modify and manipulate such compounds is a pivotal aspect of medicinal chemistry.

Quote to Ponder

“The beauty of chemistry lies in the understanding of how simple entities can combine to yield complex behaviors, much like life itself.”

Overall, the study of 3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid opens up a fascinating avenue for research that could potentially lead to breakthroughs in drug development and materials science.

Synonyms
rac Kainic Acid
73209-05-9
62137-25-1
(+/-)-Kainic acid
3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-
3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid
(2R,3S,4S)-rel-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid
3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
.alpha.-Kaininc acid
Spectrum_000410
L-.alpha.-Kainic acid
SpecPlus_000262
Spectrum2_001248
Spectrum4_001639
Spectrum5_000457
BSPBio_002382
KBioGR_002077
KBioSS_000890
DivK1c_006358
SCHEMBL975038
SPECTRUM2300228
SPBio_001156
CHEMBL290943
3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)-
KBio1_001302
KBio2_000890
KBio2_003458
KBio2_006026
DTXSID90859403
CHEBI:182452
HMS1922L06
HMS3370P22
Pharmakon1600-02300228
BCP11426
CCG-38820
NSC152017
NSC759587
AKOS030242901
FR27527
MB00564
NSC-152017
NCGC00015576-02
NCGC00015576-03
NCGC00095198-01
NCGC00095198-02
SBI-0052680.P002
2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid
3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylicacid
[2S-(2.alpha.,3.beta.,4.beta.)]-2-Carboxy-4-(1-methylethenyl)-3-pyrrolideneacetic acid
([rel-(2a,3b,4b)]-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid;(2R,3S,4S)-rel-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidinea cetic Acid
3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, [2S-(2.alpha.,3.beta.,4.beta.)]-
Digenic Acid; Digenin; Helminal; L-(c) paragraph sign-Kainic Acid; (c) paragraph sign-Kainic Acid