F7626
6-Fluoro-DL-tryptophan
crystalline
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About This Item
Empirical Formula (Hill Notation):
C11H11FN2O2
CAS Number:
Molecular Weight:
222.22
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
231-788-6
MDL number:
form
crystalline
mp
280-285 °C (dec.) (lit.)
storage temp.
−20°C
SMILES string
NC(Cc1c[nH]c2cc(F)ccc12)C(O)=O
InChI
1S/C11H11FN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)
InChI key
YMEXGEAJNZRQEH-UHFFFAOYSA-N
Application
6-Fluoro-DL-tryptophan (6-F-TRP), a serotonin (5-HT) synthesis inhibitor, is metabolized in the brain and may be useful for tracing neuronal serotoninergic pools. 6-F-TRP is used as a competitive inhibitor of tryptophan binding to albumin and passage through the blood brain barrier (BBB).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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E Chanut et al.
Journal of neural transmission. General section, 96(2), 105-112 (1994-01-01)
6-Fluoro-serotonin (6F-5-HT) was previously identified in the rat brain after peripheral administration of 6-fluoro-DL-tryptophan, a serotonin (5-HT) synthesis inhibitor. These present studies, performed with rat brain synaptosomes show that: i-neuronal 6F-5-HT uptake partly involved the 5-HT transporter since it was
S Miwa et al.
Journal of neurochemistry, 48(5), 1577-1580 (1987-05-01)
After intraperitoneal injection of rats with 6-fluorotryptophan (6-FT), brain 5-hydroxytryptamine (5-HT) levels decreased exponentially over 1 h. Depletion was dose-dependent and maximum depletion was observed at 200 mg/kg. 6-FT (200 mg/kg) did not significantly alter the content of 5-hydroxyindoleacetic acid.
E Li et al.
The Journal of biological chemistry, 264(29), 17041-17048 (1989-10-15)
Rat cellular retinol-binding protein II (CRBP II) is a 15.6-kDa intestinal protein which binds all-trans-retinol and all-trans-retinal but not all-trans-retinoic acid. We have previously analyzed the interaction of Escherichia coli-derived rat apoCRBP II with several retinoids using fluorescence spectroscopic techniques.
E Li et al.
The Journal of biological chemistry, 265(20), 11549-11554 (1990-07-15)
Rat cellular retinol binding protein (CRBP II) is a 134-amino acid intracellular protein synthesized in the polarized absorptive cells of the intestine. We have previously used 19F nuclear magnetic resonance (NMR) spectroscopy to survey the structural effects of ligand binding
Induction of anthranilate synthase activity by elicitors in oats.
Matsukawa T, Ishihara A, Iwamura H.
Zeitschrift fur Naturforschung, 57, 121-128 (2002)
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