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L-Proline

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L-Proline Basic information
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
  • pka1.95, 10.64(at 25℃)
  • form powder
  • color White
  • PH6.0-7.0 (25℃, 1M in H2O)
  • optical activity[α]20/D 85.0±1.0°, c = 5% in H2O
  • Water Solubility soluble
  • λmaxλ: 260 nm Amax: 0.05
    λ: 280 nm Amax: 0.05
  • Sensitive Hygroscopic
  • JECFA Number1425
  • Merck 14,7780
  • BRN 80810
  • Stability:Stable. Incompatible with strong oxidizing agents.
  • InChIKeyONIBWKKTOPOVIA-UHFFFAOYSA-N
  • CAS DataBase Reference147-85-3(CAS DataBase Reference)
  • NIST Chemistry ReferenceProline(147-85-3)
  • EPA Substance Registry SystemL-Proline (147-85-3)
Safety Information
MSDS
L-Proline Usage And Synthesis
  • Chemical PropertiesWhite crystalline powder
  • Chemical PropertiesL-Proline, an amino acid, is odorless or has a slight, characteristic odor with a slightly sweet taste.
  • OccurrenceReported 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.
  • Usesamino acid, nutrient
  • UsesL-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.
  • PreparationFrom α-piperidone; from cyclopentantone; from l-glutamic acid.
  • Purification MethodsA 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 ether, 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
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