N-methyl-L-tryptophan

Structural formula
General
Surname	N-methyl-L-tryptophan
other names	N α -methyl- L -tryptophan L -Abrine (2 S ) -3- (1 H -indol-3-yl) -2-methylaminopropionic acid ( S ) -3- (1 H -indol-3-yl) -2-methylaminopropionic acid
Molecular formula	C 12 H 14 N 2 O 2
Brief description	beige solid
External identifiers / databases
CAS number 526-31-8 EC number 208-388-5 ECHA InfoCard 100.007.627 PubChem 160511 ChemSpider 141047 Wikidata Q23804375
properties
Molar mass	218.25 g mol −1
Physical state	firmly
Melting point	> 300 ° C (decomposition)
solubility	sparingly soluble in methanol and water insoluble in diethyl ether
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-312-332 P: 280
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N -Methyl- L -tryptophan ( Abrin ) is a chemical compound from the group of tryptophan derivatives . It should not be confused with the poisonous protein abrin , which is also found in Abrus precatorius seeds.

Occurrence

N -Methyl- L -tryptophan can be extracted from the seeds of Abrus precatorius (Paternoster pea, Fabaceae) with methanol .

Extraction and presentation

N -Methyl- L -tryptophan can be obtained synthetically as a derivative of the amino acid tryptophan.

use

N -Methyl- L -tryptophan is used experimentally as a model substance, e.g. B. when evaluating biogenic amines for genotoxicity or to characterize intestinal amino acid transporters.

Individual evidence

1. ↑ ^{a b c d e} data sheet L-Abrine, 99% at Sigma-Aldrich , accessed on June 4, 2020 ( PDF ).
2. ↑ ^{a b c d e f} Entry on Abrin. In: Römpp Online . Georg Thieme Verlag, accessed on June 4, 2020.