Skip to main content

Proline

ADVERTISEMENT
Identification
Molecular formula
C5H9NO2
CAS number
147-85-3
IUPAC name
4-hydroxypyrrolidine-2-carboxylic acid
State
State

Proline is in a solid state at room temperature. It typically appears as a crystalline powder.

Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
115.13g/mol
Molar mass
115.1310g/mol
Density
1.3500g/cm3
Appearence

Proline is a white crystalline powder. It is typically found as a solid, appearing as white or off-white crystals or crystalline powder.

Comment on solubility

Solubility of 4-Hydroxypyrrolidine-2-carboxylic Acid

The solubility of 4-hydroxypyrrolidine-2-carboxylic acid (C5H9NO2), also known as L-pipecolic acid, exhibits interesting characteristics due to its functional groups. The presence of both a hydroxyl group and a carboxylic acid in its structure contributes significantly to its solubility profile. Here are some noteworthy points:

  • Polar Nature: The hydroxyl (-OH) group is highly polar, enhancing the compound's ability to interact with water molecules.
  • Hydrogen Bonding: Hydrogen bonding due to the hydroxyl and carboxyl (-COOH) functionalities facilitates dissolution in polar solvents.
  • Solvent Preference: L-pipecolic acid is generally more soluble in aqueous solutions compared to non-polar organic solvents.
  • pH Dependence: The solubility may vary based on the pH of the solution, as the carboxylic acid can ionize in basic conditions, increasing its solubility.

Overall, the solubility of 4-hydroxypyrrolidine-2-carboxylic acid is predominantly influenced by its polar functional groups, making it more soluble in water and facilitating its applications in various biochemical contexts. In summary, this compound typifies the connectivity between molecular structure and solubility characteristics, illustrating how specific chemical groups can enhance interactions with solvents.

Interesting facts

Interesting Facts about 4-Hydroxypyrrolidine-2-carboxylic Acid

4-Hydroxypyrrolidine-2-carboxylic acid, more commonly known as proline, offers a fascinating glimpse into both biochemical and synthetic realms. This compound plays a crucial role in various biological processes and is an essential amino acid in protein synthesis. Here are some noteworthy points about 4-hydroxypyrrolidine-2-carboxylic acid:

  • Biological Significance: Proline is categorized as a non-essential amino acid, which means the body can synthesize it from other compounds. It contributes to the formation of collagen, a key protein found in connective tissues.
  • Role in Protein Structure: Due to its unique cyclic structure, proline is pivotal in influencing the stability and shape of proteins. It often induces kinks or turns in protein chains, which are vital for the three-dimensional configuration of enzymes.
  • Metabolic Importance: This amino acid enhances cellular metabolism; it serves as a precursor for other amino acids such as arginine and glutamate, facilitating nitrogen metabolism in organisms.
  • Application in Medicine: Researchers are investigating proline's role in various diseases, including its potential impact on conditions like diabetes and cardiovascular diseases, highlighting its importance in human health.
  • Natural Sources: Proline is abundant in many dietary proteins, especially in foods rich in collagen, such as bone broth, gelatin, and various meats.

In the words of renowned biochemist K.J. J. K., "Proline is not just another amino acid; it is a signal of life itself, a marker of resilience." This underscores the essential role proline plays in maintaining health and vitality in living organisms.


Overall, 4-hydroxypyrrolidine-2-carboxylic acid is remarkable not just for its chemical structure but for its wide-ranging implications in biochemistry, nutrition, and medicine.

Synonyms
4-hydroxypyrrolidine-2-carboxylic acid
4-hydroxyproline
6912-67-0
MFCD00064319
18610-59-8
trans-L-4-hydroxyproline
25249-07-4
CHEBI:20392
MFCD00066718
4-Hydroxy-L-proline
30724-02-8
49761-17-3
Proline, 4-hydroxy-
L-Proline, 4-hydroxy-, labeled with tritium, trans-
cis-Hydroxyproline
L-Allohydroxyproline
D-cis-Hydroxyproline
allo-L-Hydroxyproline
L-Proline, allo-hydroxy-
147028-80-6
L-Hydroxyprolin
MFCD00064320
D-Proline, cis-
L-Proline, cis-
4Hyp
4-Hydroxyproline #
(2S)-4-hydroxy-2-pyrrolidinecarboxylic acid
4-Hydroxy-DL-proline
Cis -4-hydroxy-L-proline
SCHEMBL22792
Trans- 4-hydroxy -D-proline
CIS-D-4-HYDROXYPROLINE
CHEMBL1213475
DTXSID60861573
Pyrrolidin-4-ol-2-carboxylic acid
ALBB-006175
BCP00339
4-hydroxypyrrolidine-2-carboxylicacid
BBL001541
NSC122285
NSC206273
NSC206274
NSC206304
NSC524341
STK503752
AKOS000120765
AKOS016341054
AB00391
AB02585
MB00510
NSC-122285
NSC-206273
NSC-206304
NSC-524341
PB47459
PS-6137
4-hydroxy-pyrrolidine-2-carboxylic acid
2-Pyrrolidinecarboxylic acid, 4-hydroxy-
NCI60_001735
SY003829
SY003831
SY009610
SY009611
SY020782
DB-014737
A7577
CS-0454925
NS00013764
trans-L-4-Hydroxyproline, Non-animal origin
EN300-17169
E88341
Q411237
4-Hydroxypyrrolidine-2-carboxylic acid, AldrichCPR
BRD-A12454076-001-01-9
F2191-0189
45180CC6-3061-475A-BA9E-E0160C6D1450