Page last updated: 2024-12-07

6-fluorotryptophan

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

6-fluorotryptophan is a fluorinated analog of the amino acid tryptophan. It is synthesized by the reaction of tryptophan with fluorine gas in the presence of a catalyst. 6-fluorotryptophan has been shown to inhibit the biosynthesis of serotonin, a neurotransmitter that plays a role in mood regulation. This inhibition is due to the fact that 6-fluorotryptophan is a substrate for the enzyme tryptophan hydroxylase, which is responsible for the conversion of tryptophan to serotonin. 6-fluorotryptophan has also been shown to be a potent inhibitor of the growth of some types of cancer cells. This inhibition is thought to be due to the ability of 6-fluorotryptophan to interfere with the synthesis of proteins that are essential for the growth and proliferation of cancer cells. 6-fluorotryptophan is a valuable tool for studying the role of serotonin in the brain and the growth of cancer cells. It is also being investigated as a potential therapeutic agent for the treatment of depression, anxiety, and cancer.'

6-fluorotryptophan: an inhibitor of serotonin synthesis; RN given refers to parent cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID94937
CHEMBL ID472222
CHEBI ID182183
SCHEMBL ID248870
SCHEMBL ID18029199
MeSH IDM0041353

Synonyms (51)

Synonym
CHEBI:182183
2-amino-3-(6-luoro-1h-indol-3-yl)propanoic acid
343-92-0
nsc9364
6-fluoro-d,l-tryptophan
7730-20-3
nsc-9364
f7626
dl-tryptophan, 6-fluoro-
6-fluoro-dl-tryptophan, crystalline
brn 0482552
einecs 231-788-6
nsc 9364
tryptophan, 6-fluoro-, dl-
dl-6-fluorotryptophane
6-fluoro-dl-tryptophan
(+-)-6-fluorotryptophan
F-6880
DL-6-FLUOROTRYPTOPHAN ,
6-fluorotryptophan
CHEMBL472222
2-amino-3-(6-fluoro-1h-indol-3-yl)propanoic acid
A839027
2-amino-3-(6-fluoroindol-3-yl)propanoic acid
ST072163
3i7lz8m32b ,
unii-3i7lz8m32b
6-fluorotryptophan, dl-
FT-0621130
PS-6938
AKOS015916432
gtpl5126
(+/-)-6-fluorotryptophan
SCHEMBL248870
YMEXGEAJNZRQEH-UHFFFAOYSA-N
SCHEMBL18029199
h-6-f-trp-oh
mfcd00005653
CCG-235467
(s)-2-amino-3-(6-fluoro-1h-indol-3-yl)-propionicacid
sr-01000003311
SR-01000003311-1
DTXSID00874167
Q27074011
A50537
dl-2-amino-3-(6-fluoroindolyl)propionic acid
h-6-fluoro-dl-trp-oh
EN300-99675
CS-0139672
HY-W092533
Z1332305266
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
indolyl carboxylic acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID422794Activity at 1.68 uM Aspergillus fumigatus FtmPT1 assessed as compound conversion rate at 1 mM after 2 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID422790Activity at 1.62 uM Aspergillus fumigatus CdpNPT assessed as compound conversion rate at 1 mM after 2 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID400227Antifouling activity against Balanus improvisus amphitrite assessed as inhibition of cyprid larval settlement at 0.1 to 10 uM after 3 to 4 days relative to control2004Journal of natural products, Mar, Volume: 67, Issue:3
Antifouling activity of brominated cyclopeptides from the marine sponge Geodia barretti.
AID422795Activity at 1.68 uM Aspergillus fumigatus FtmPT1 assessed as compound conversion rate at 1 mM after 16 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
AID422792Activity at 1.62 uM Aspergillus fumigatus CdpNPT assessed as compound conversion rate at 1 mM after 16 hrs by HPLC analysis in presence of dimethylallyl diphosphate relative to L-tryptophan2009Journal of natural products, Jan, Volume: 72, Issue:1
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (28.21)18.7374
1990's11 (28.21)18.2507
2000's9 (23.08)29.6817
2010's8 (20.51)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.73

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index10.73 (24.57)
Research Supply Index3.69 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.73)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other39 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]