L-Hydroxyproline 51-35-4 manufacturer
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Physical and chemical properties: white flake crystal or crystalline powder. It has a unique sweet taste in bitter taste, and can improve the flavor and quality of juice drinks and cool drinks. It has special flavor and can be used as perfume material. Melting point 274 ℃ (decomposition). It is soluble in water (25 ℃, 36.1%) and slightly soluble in ethanol.
Application: flavor enhancer; nutritional fortifier. Fragrance. It is mainly used for fruit juice, cool drink, nutritional beverage, etc. As a biochemical reagent
L-Hydroxyproline Chemical Properties
Melting point：273 °C (dec.)(lit.)
alpha：-75.5 o (c=5, H2O)
Boiling point 242.42°C (rough estimate)
density：1.3121 (rough estimate)
vapor density：4.5 (vs air)
refractive index -75.5 ° (C=4, H2O)
storage temp. Store at RT.
solubility H2O: 50 mg/mL
form Crystals or Crystalline Powder
pka：1.82, 9.66(at 25℃)
color ：White
PH：5.5-6.5 (50g/l, H2O, 20℃)
OdorOdorless
optical activity[α]25/D 75.6°, c = 1 in H2O
Water Solubility：357.8 g/L (20 o C)
Merck：14,4840
BRN：471933
InChIKey：PMMYEEVYMWASQN-DMTCNVIQSA-N
CAS DataBase Reference：51-35-4(CAS DataBase Reference)
NIST Chemistry Reference：Hydroxyproline(51-35-4)
EPA Substance Registry Systemtrans-4-Hydroxy-L-proline (51-35-4)
Safety Information
Hazard Codes：Xi,Xn
Risk Statements：36/37/38-22
Safety Statements：24/25-36/37/39-27-26
WGK Germany：3
RTECS TW3586500
Hazard Note Irritant
TSCA：Yes
HazardClass IRRITANT
HS Code：29339990
L-Hydroxyproline Usage And Synthesis
Description：A non-essential amino acid. Can be isolated from gelatin. Hydroxyproline has not been reported as added to food in any of the NAS surveys.
Chemical Properties：White crystalline powder
Uses：A natural constituent of animal structural proteins such as collagen and elastin. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.
Uses：A versatile reagent for the synthesis of neuroexcitatory kainoids and antifungal echinocandins.
Uses：hydroxyproline is a skin-conditioning amino acid. It is a component of collagen.
Production MethodsIn the past L-Hydroxyproline was isolated by hydrolysis of animal collagen, e. g. gelatine or collagen, of which it is a major constituent. L-Hydroxyproline is an unnatural amino acid which is made in the body by hydroxylation of L-Proline. The presence of L-Hydroxyproline and proline are key to maintaining the stability of the tight collagen helix.
Today L-Hydroxyproline is manufactured by bio-catalysed hydroxylation of proline in bacteria. Together with its other isomers, L-Hydroxyproline is also used as an inter mediate for a range of pharmaceutical active ingredients.
Produced by hydroxylation of L-proline after protein synthesis. It is contained rich in collagen and elastin. Known to stabilization of triple-helix structure of collagen. Widely used as an intermediate for medicines.
DefinitionChEBI: An optically active form of 4-hydroxyproline having L-trans-configuration.
Purification MethodsCrystallise it from MeOH/EtOH (1:1). Separation from normal allo-isomer can be achieved by crystallisation of the copper salts [see Levine Biochemical Preparations 8 114 1961]. Separation from proline is achieved via the crystalline picrate, CdCl2, or acid ammonium rhodanate salts [see Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2182 1961, Kapfhammer & Mohn Z Physiol Chem 306 76 1956]. [Beilstein 22/5 V 7.]
