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Basic information

  • Name:
  • L-Hydroxyproline

  • CAS No.:
  • 51-35-4

  • Molecular Structure:
  • Formula:
  • C5H9NO3
  • Molecular Weight:
  • 131.13
  • Deleted CAS:
  • 138-46-5|17210-41-2|21105-75-9|24784-87-0|54733-36-7
  • Synonyms:
  • Hydroxy-L-proline;(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid;trans-4-Hydroxyproline;L-Proline, 4-hydroxy-, trans-;Hypro;4-Hydroxy-L-proline;trans-4-Hydroxy-L-proline;(2R,4R)-4-hydroxy-2,3,4,5-tetrahydropyrrole-2-carboxylate;(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid;Proline, 4-hydroxy-, L-;
  • EINECS:
  • 200-091-9
  • Density:
  • 1.395 g/cm3
  • Melting Point:
  • 273 °C (dec.)(lit.)
  • Boiling Point:
  • 355.2 °C at 760 mmHg
  • Flash Point:
  • 168.6 °C
  • Solubility:
  • H2O: 50 mg/mL
  • Appearance:
  • white crystalline powder
  • Hazard Symbols:
  • IrritantXi
  • Risk Codes:
  • 36/37/38
  • Safety Description:
  • 24/25-36/37/39-27-26 Details
  • particular:
  • particular

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Chemistry


IUPAC Name: (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid
Molecular Formula: C5H9NO3
Molecular Weight: 131.13 g/mol
SMILES: C1[C@H](NC[C@H]1O)C(=O)O
InChI: InChI=1/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
EINECS: 200-091-9
Classification Code: Mutation data
Product Categories: Nitrogen cyclic compounds; PHARMACEUTICALS; Amino Acids; Pyrrole&Pyrrolidine & Pyrroline; Hydroxyproline [Hyp]; Unusual Amino Acids; Biochemistry; Biological-modified Amino Acids; L-Amino Acids; Amino Acids
Melting Point: 273 °C (dec.)(lit.)
alpha: -75.5 º (c=5, H2O)
Refractive index: -75.5 °(C=4, H2O)
Storage temperature: Store at RT.
Solubility: H2O: 50 mg/mL
Water Solubility: 357.8 g/L (20 °C)
Index of Refraction: 1.54 
Molar Refractivity: 29.49 cm3 
Molar Volume: 93.9 cm3 
Polarizability: 11.69×10-24 cm3 
Surface Tension: 62.2 dyne/cm 
Density: 1.395 g/cm3 
Flash Point: 168.6 °C 
Enthalpy of Vaporization: 69.51 kJ/mol 
Boiling Point: 355.2 °C at 760 mmHg 
Vapour Pressure of L-Hydroxyproline (CAS NO.51-35-4): 1.8E-06 mmHg at 25 °C

Production

  L-Hydroxyproline is produced by hydroxylation of the amino acid proline by the enzyme prolyl hydroxylase following protein synthesis (as a post-translational modification). The enzyme catalysed reaction takes place in the lumen of the endoplasmic reticulum.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36/37/39-27-26 
S24/25:Avoid contact with skin and eyes. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S27:Take off immediately all contaminated clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: TW3586500
Hazard Note: Irritant
HazardClass of L-Hydroxyproline (CAS NO.51-35-4): IRRITANT

Specification

  L-Hydroxyproline (CAS NO.51-35-4), its Synonyms are 4-Hydroxy-L-proline ; Hydroxyproline ; 4-Hydroxy-2-pyrrolidinecarboxylic acid ; Hydroxy-L-proline ; L-4-Hydroxyproline ; L-Proline, 4-hydroxy-, trans ; Proline, 4-hydroxy-, L- ; L-Proline, 4-hydroxy-, (4R)- ; L-Proline, 4-hydroxy-, trans- (9CI) . It is white crystalline powder.

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