UNII:3I7LZ8M32B

Names

[ Name ]:
UNII:3I7LZ8M32B

[Synonym ]:
EINECS 231-788-6
Tryptophan, 6-fluoro-
2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid
6-Fluorotryptophan
6-fluoro-dl-tryptophan
MFCD00005653
UNII:3I7LZ8M32B

Biological Activity

[Description]:

6-Fluorotryptophan, a competitive inhibitor of tryptophan hydroxylase, produced a transient disruption of sleep in rats chronically implanted with EEG recording electrodes[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Tryptophan Hydroxylase

Research Areas >> Neurological Disease

[References]

[1]. Miwa S, et al. Determination of serotonin turnover in the rat brain using 6-fluorotryptophan. J Neurochem. 1987 May;48(5):1577-80.

[2]. D Sugden, et al. Changes in the rat sleep-wake cycle produced by DL-6-fluorotryptophan, a competitive inhibitor of tryptophan hydroxylase. Psychopharmacology (Berl). 1981;74(4):369-73.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
450.7±45.0 °C at 760 mmHg

[ Melting Point ]:
280-285 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₁H₁₁FN₂O₂

[ Molecular Weight ]:
222.216

[ Flash Point ]:
226.4±28.7 °C

[ Exact Mass ]:
222.080460

[ PSA ]:
79.11000

[ LogP ]:
1.09

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.673

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YN6850000

CHEMICAL NAME :: DL-Tryptophan, 6-fluoro-

CAS REGISTRY NUMBER :: 7730-20-3

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C11-H11-F-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 15,2134,1966

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
T

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
YN6850000

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).

J. Nat. Prod. 72 , 44-52, (2009)

This study reports that a series of tryptophan derivatives with modifications on the side chain or at the indole ring were accepted by two cyclic dipeptide prenyltransferases, CdpNPT and FtmPT1, and c...

Cloning of the trp gene cluster from a tryptophan-hyperproducing strain of Corynebacterium glutamicum: identification of a mutation in the trp leader sequence.

Appl. Environ. Microbiol. 59(3) , 791-9, (1993)

Corynebacterium glutamicum ATCC 21850 produces up to 5 g of extracellular L-tryptophan per liter in broth culture and displays resistance to several synthetic analogs of aromatic amino acids. Here we ...

Atomic mutations at the single tryptophan residue of human recombinant annexin V: effects on structure, stability, and activity.

Biochemistry 38(33) , 10649-59, (1999)

The single tryptophan residue (Trp187) of human recombinant annexin V, containing 320 residues and 5328 atoms, was replaced with three different isosteric analogues where hydrogen atoms at positions 4...