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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 24887886

  •  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

Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.




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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