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ChemicalBook--->CAS DataBase List--->7730-20-3

7730-20-3

7730-20-3 Structure

7730-20-3 Structure
IdentificationMore
[Name]

6-FLUORO-DL-TRYPTOPHAN
[CAS]

7730-20-3
[Synonyms]

2-AMINO-3-(6-FLUORO-1H-INDOL-3-YL)PROPANOIC ACID
6-FLUORO-DL-TRYPTOPHAN
6-FLUOROTRYPTOPHAN
DL-2-AMINO-3-(6-FLUOROINDOLYL)PROPIONIC ACID
DL-6-FLUOROTRYPTOPHAN
H-6-FLUORO-DL-TRP-OH
6-fluoro-dl-tryptopha
H-Trp(6-F)-OH
(±)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propionic acid
[EINECS(EC#)]

231-788-6
[Molecular Formula]

C11H11FN2O2
[MDL Number]

MFCD00005653
[Molecular Weight]

222.22
[MOL File]

7730-20-3.mol
Chemical PropertiesBack Directory
[Appearance]

almost white to beige powder
[Melting point ]

280-285 °C (dec.)(lit.)
[Boiling point ]

450.7±45.0 °C(Predicted)
[density ]

1.2556 (estimate)
[storage temp. ]

−20°C
[solubility ]

Aqueous Base (Slightly), Methanol (Slightly, Heated), Water (Slightly)
[form ]

crystalline
[pka]

2.22±0.10(Predicted)
[color ]

Almost white to beige
[CAS DataBase Reference]

7730-20-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

YN6850000
[Hazard Note ]

Toxic
[HS Code ]

29339900
Hazard InformationBack Directory
[Chemical Properties]

almost white to beige powder
[Definition]

ChEBI: 6-Fluoro-DL-tryptophan is an indolyl carboxylic acid.
[Biological Activity]

6-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 vitro]

the 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 vivo]

rats 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].
[storage]

Store at -20°C
[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).
Spectrum DetailBack Directory
[Spectrum Detail]

6-FLUORO-DL-TRYPTOPHAN(7730-20-3)IR1
6-FLUORO-DL-TRYPTOPHAN(7730-20-3)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Fluoro-DL-tryptophan, 97%(7730-20-3)
[Sigma Aldrich]

7730-20-3(sigmaaldrich)
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