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93659 Sigma-Aldrich

L-Tryptophan

BioUltra, ≥99.5% (NT)

Synonym: (S)-2-Amino-3-(3-indolyl)propionic acid, L-α-Amino-3-indolepropionic acid

  • CAS Number 73-22-3

  • Empirical Formula (Hill Notation) C11H12N2O2

  • Molecular Weight 204.23

  •  Beilstein Registry Number 86197

  •  EC Number 200-795-6

  •  MDL number MFCD00064340

  •  eCl@ss 32160406

  •  PubChem Substance ID 57653570

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Amino Acids, Amino acids,
InChI Key   QIVBCDIJIAJPQS-VIFPVBQESA-N
product line   BioUltra
assay   ≥99.5% (NT)
optical activity   [α]20/D −31.5±1°, c = 1% in H2O
impurities   insoluble matter, passes filter test
ign. residue   ≤0.1%
loss   ≤0.1% loss on drying, 20 °C (HV)
mp   280-285 °C (dec.) (lit.)
solubility   0.5 M HCl: 0.1 g/mL at 20 °C, clear, colorless to faintly yellow
anion traces   chloride (Cl-): ≤50 mg/kg
  sulfate (SO42-): ≤50 mg/kg
cation traces   Al: ≤5 mg/kg
  As: ≤0.1 mg/kg
  Ba: ≤5 mg/kg
  Bi: ≤5 mg/kg
  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
  Li: ≤5 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  Mo: ≤5 mg/kg
  Na: ≤50 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Sr: ≤5 mg/kg
  Zn: ≤5 mg/kg
absorption   absorption0.5M/326 nm, 0.5 M HCl cut-off

Description

Other Notes

Amino acid precursor of serotonin and melatonin

In tryptophan-substituted Sephadex® and Sepharose® for the improved chromatographic separation of cellulases; As spacer in isotachophoresis of serum proteins; Growth requirement of various microorganisms.

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 93659.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Application

L-Tryptophan has been used as a nutritional supplement to study its effect on the circadian clock of primary cell lines. It has also been used as a test amino acid aerosol to study the variation in the fluorescence intensity of thermally-exposed bacterial bioaerosols.

Biochem/physiol Actions

Tryptophan (Trp) is one of the functional amino acids that are associated with growth, reproduction, maintenance and immunity. Increased Trp availability is necessary for the regulation of mood, cognition and behaviour. It is hypothesised that L-Trp might be useful in inducing sleep in healthy adults against the normal circadian rhythm. Trp uptake by the brain depends on the plasma ratio of Trp to all of the other LNAAs (large neutral amino acids). Higher the Trp:LNAAs ratio, greater is the Trp uptake.

Legal Information

Sephadex is a registered trademark of GE Healthcare

Sepharose is a registered trademark of GE Healthcare

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
YN6130000

Milli-Q® Water Purification Solutions
Protocols & Articles

Related Content

Amino Acids Reference Chart

Amino acids are the 21 standard compounds or building blocks that make up peptides and proteins, including DNA. Each amino acid is structured from an amino group and a carboxyl group bound to a tetra...
Keywords: Building blocks, Gene expression, Mass spectrometry

Peer-Reviewed Papers
15

References

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