L-Proline Basic information |
Product Name: | L-Proline |
Synonyms: | L-Proline ,L-2-Pyrrolidinecarboxylic acid;L-PROLINE, NATURAL;L-PROLINE, SYNTHETIC;L-(-)-PROLINE ((S)-(-)-PROLINE);L-PROLINE (13C5, 99%);L-PROLINE (13C5, 99%;L-PROLINE (D7, 97-98%);L(-)-Proline 0 |
CAS: | 147-85-3 |
MF: | C5H9NO2 |
MW: | 115.13 |
EINECS: | 205-702-2 |
Product Categories: | amino;Amino Acids;alpha-Amino Acids;Biochemistry;Nutritional Supplements;L-Amino Acids;Food & Feed ADDITIVES;Amino Acid Derivatives;Proline [Pro, P];Amino Acids;Amino Acids and Derivatives |
Mol File: | 147-85-3.mol |
L-Proline Chemical Properties |
Melting point | 228 °C (dec.)(lit.) |
alpha | -85.5 º (c=4, H2O) |
Boiling point | 215.41°C (rough estimate) |
density | 1.35 |
FEMA | 3319 | L-PROLINE |
refractive index | -85 ° (C=4, H2O) |
storage temp. | Store at RT. |
solubility | H2O: 50 mg/mL |
pka | 1.95, 10.64(at 25℃) |
form | powder |
color | White |
PH | 6.0-7.0 (25℃, 1M in H2O) |
optical activity | [α]20/D 85.0±1.0°, c = 5% in H2O |
Water Solubility | soluble |
λmax | λ: 260 nm Amax: 0.05 λ: 280 nm Amax: 0.05 |
Sensitive | Hygroscopic |
JECFA Number | 1425 |
Merck | 14,7780 |
BRN | 80810 |
Stability: | Stable. Incompatible with strong oxidizing agents. |
InChIKey | ONIBWKKTOPOVIA-UHFFFAOYSA-N |
CAS DataBase Reference | 147-85-3(CAS DataBase Reference) |
NIST Chemistry Reference | Proline(147-85-3) |
EPA Substance Registry System | L-Proline (147-85-3) |
Safety Information |
Hazard Codes | Xi,Xn |
Risk Statements | 36/37/38-22 |
Safety Statements | 24/25-36/37/39-26 |
WGK Germany | 3 |
RTECS | TW3584000 |
F | 3-10 |
TSCA | Yes |
HS Code | 29339990 |
Hazardous Substances Data | 147-85-3(Hazardous Substances Data) |
Toxicity | LD50 orally in Rabbit: > 5110 mg/kg |
MSDS Information |
Provider | Language |
---|---|
2-Pyrrolidinecarboxylic acid | English |
ACROS | English |
SigmaAldrich | English |
ALFA | English |
L-Proline Usage And Synthesis |
Chemical Properties | White crystalline powder |
Chemical Properties | L-Proline, an amino acid, is odorless or has a slight, characteristic odor with a slightly sweet taste. |
Occurrence | Reported found as a component in many proteins; also widely occurring as the free acid in natural products. A major constituent of collagen, the main fibrous protein found in bone, cartilage and other connective tissue. |
Uses | amino acid, nutrient |
Uses | L-Proline is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing. |
Preparation | From α-piperidone; from cyclopentantone; from l-glutamic acid. |
Purification Methods | A likely impurity is hydroxyproline. Purify L-proline via its picrate which is crystallised twice from water, then decomposed with 40% H2SO4. The picric acid is extracted with diethyl r, the H2SO4 in solution is precipitated with Ba(OH)2, and the filtrate is evaporated. The residue is crystallised from hot absolute EtOH [Mellan & Hoover J Am Chem Soc 73 3879 1951] or EtOH/Et2O. Its solubility in H2O is >100%. It sublimes at 182-187o/0.3mm with 99.4% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. It is hygroscopic and is stored in a desiccator. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2178-2199 1961, Beilstein 22 III/IV 8, 22/1 V 31.] |
L-Proline Preparation Products And Raw materials |