6-FLUORO-DL-TRYPTOPHAN

6-FLUORO-DL-TRYPTOPHAN Basic information
Product Name:6-FLUORO-DL-TRYPTOPHAN
Synonyms:6-fluoro-dl-tryptopha;DL-6-FLUOROTRYPTOPHAN;DL-2-AMINO-3-(6-FLUOROINDOLYL)PROPIONIC ACID;H-6-FLUORO-DL-TRP-OH;(±)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propionic acid;6-Fluoro-DL-tryptophan,97%;6-Fluoro-DL-tryptophan, 97% 100MG;6-Fluoro-DL-tryptophan crystalline
CAS:7730-20-3
MF:C11H11FN2O2
MW:222.22
EINECS:231-788-6
Product Categories:Indoles and derivatives;A - H;Amino Acids;Modified Amino Acids
Mol File:7730-20-3.mol
6-FLUORO-DL-TRYPTOPHAN Structure
6-FLUORO-DL-TRYPTOPHAN Chemical Properties
Melting point 280-285 °C (dec.)(lit.)
Boiling point 450.7±45.0 °C(Predicted)
density 1.2556 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Aqueous Base (Slightly), Methanol (Slightly, Heated), Water (Slightly)
form crystalline
pka2.22±0.10(Predicted)
color Almost white to beige
CAS DataBase Reference7730-20-3(CAS DataBase Reference)
Safety Information
Hazard Codes T
Safety Statements 24/25
WGK Germany 3
RTECS YN6850000
Hazard Note Toxic
HS Code 29339900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
6-FLUORO-DL-TRYPTOPHAN Usage And Synthesis
Chemical Propertiesalmost white to beige powder
DefinitionChEBI: 6-Fluoro-DL-tryptophan is an indolyl carboxylic acid.
Biological Activity6-fluoro-dl-tryptophan is a serotonin (5-ht) synthesis inhibitor.serotonin or 5-hydroxytryptamine (5-ht), a monoamine neurotransmitter, is biochemically derived from tryptophan. serotonin is primarily present in the gastrointestinal tract, blood platelets, and the central nervous system of animals. serotonin is considered to be a contributor to feelings of well-being and happiness.
in vitrothe potential competition was investigated between l-tryptophan (trp) and 6-fluoro-dl-tryptophan (6-f-trp). in equilibrium dialysis experiments, albumin bound about 80% of trp and 50% of 6-f-trp. competitive inhibition was assessed as the decrease in the apparent ka of trp in the presence of 6-f-trp, with no modification of the n value [1].
in vivorats werer administered 6-fluoro-dl-tryptophan (6f-trp) and its neurochemical effects on central catechole and indole were evaluated. results showed that neither norepinephrine nor dopamine and its major metabolites were affected by 6f-trp. with regard to serotonin (5-ht), 6f-trp could induce a transient depletion in all the studied brain areas, with a maximum of about 60-65% obtained between 1 and 3 hr. after 6 hr, 5-ht levels returned to control values. in addition, the 5-hydroxyindolacetic acid (5-hiaa) level was also reduced 3 hr after 6f-trp administration. a large dose-dependent increase in tryptophan was seen in the four brain areas, mainly due to an inhibition of tryptophan incorporation into protein, as demonstrated by experiments with mouse neuroblastoma cells [2].
references[1] chanut, e. ,zini, r.,trouvin, j.h., et al. albumin binding and brain uptake of 6-fluoro-dl-tryptophan: competition with l-tryptophan. biochemical pharmacology 44(10), 2082-2085 (1992).
[2] chanut, e. ,trouvin, j.h.,bondoux, d., et al. metabolism of 6-fluoro-dl-tryptophan and its specific effects on the rat brain serotoninergic pathway. biochemical pharmacology 45(5), 1049-1057 (1992).
6-FLUORO-DL-TRYPTOPHAN Preparation Products And Raw materials
methyl 2-amino-3-(6-fluoro-1H-indol-3-yl)propanoate 2,3-dihydro-5-fluorotryptophan 4-fluorotryptophan 5-Fluoro-DL-tryptophan-2,4,6,7-d4 L-5-FLUOROTRYPTOPHAN,L-5-fluorotryptophan monohydrate 2-(acetylamino)-3-(6-fluoro-1H-indol-3-yl)propanoic acid FMOC-5-FLUORO-DL-TRYPTOPHAN FMOC-6-FLUORO-DL-TRYPTOPHAN ethyl 2-amino-3-(6-fluoro-1H-indol-3-yl)propanoate FMOC-L-TRP(4,5,6,7-TETRAFLUORO) 6-FLUORO-DL-TRYPTOPHAN BOC-5-FLUORO-DL-TRYPTOPHAN L-4-FLUOROTRYPTOPHAN L-6-FLUOROTRYPTOPHAN DL-Tryptophan 7-FLUORO-DL-TRYPTOPHAN BOC-6-FLUORO-DL-TRYPTOPHAN D-5-FLUOROTRYPTOPHAN

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