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81710 Sigma

L-Proline

≥99.0% (NT)

Synonym: (S)-Pyrrolidine-2-carboxylic acid

  • CAS Number 147-85-3

  • Empirical Formula (Hill Notation) C5H9NO2

  • Molecular Weight 115.13

  •  Beilstein Registry Number 80810

  •  EC Number 205-702-2

  •  MDL number MFCD00064318

  •  PubChem Substance ID 57652886

  •  eCl@ss 32160406

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Amino Acids, Amino acids,
InChI Key   ONIBWKKTOPOVIA-BYPYZUCNSA-N
assay   ≥99.0% (NT)
optical activity   [α]20/D −84.5±1°, c = 5% in H2O
impurities   ≤0.3% foreign amino acids
ign. residue   ≤0.1% (as SO4)
loss   ≤0.2% loss on drying, 110 °C
mp   228 °C (dec.)(lit.)
anion traces   chloride (Cl-): ≤100 mg/kg
  sulfate (SO42-): ≤100 mg/kg
cation traces   Ca: ≤10 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤5 mg/kg
  K: ≤50 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  NH4+: ≤20 mg/kg
  Na: ≤50 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Zn: ≤5 mg/kg

Description

Other Notes

Proline-catalyzed asymmetric Robinson annelation; Asymmetric self-condensation of β-ionylideneacetaldehyde, retinal and related compounds

Price and Availability


Laboratory Gloves

All labs need water
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
TW3584000
Protocols & Articles

Articles

Proline Analogs

Coined by Jacobsen1 as the “simplest enzyme,” L-proline is capable of effecting a variety of catalytic asymmetric transformations. The first examples were reported in the mid-70s, when L-proline was ...
Aldrich ChemFiles 2006, 6.4, 3.
Keywords: Aldol reaction, Alkylations, Aminations, Annulations, Asymmetric synthesis, Catalysis, Chemfiles, Cyclopropanations, Drug discovery, Epoxidations, Help, Mannich Reaction, Methods, Michael Addition, Robinson Annulation, Tools, transformation

Proline Derivatives and Analogs

Proline is a non-polar proteinogenic amino acid that forms a tertiary amide when incorporated into peptides. It does not have a hydrogen on the amide group and therefore cannot act as a hydrogen bond...
Chemfiles Volume 5 Article 12
Keywords: Adhesion, Biochemistry, Catalysis, Deposition, Hydroxylations, Isomerizations, Nucleic acid hybridization, Pharmaceutical, Reductions, Substitutions, Type

Peer-Reviewed Papers
15

References

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