Page last updated: 2024-12-06

3-fluoroalanine

Description

3-fluoroalanine, also known as fluoroalanine, is a synthetic analog of the amino acid alanine. It is a potent inhibitor of the enzyme alanine racemase, which plays a crucial role in bacterial cell wall synthesis. This inhibitory property has led to the investigation of 3-fluoroalanine as a potential antibacterial agent. Its synthesis typically involves the fluorination of alanine or its derivatives, often utilizing electrophilic fluorination reagents. Studies have revealed that 3-fluoroalanine exhibits antibacterial activity against a range of bacterial species, including gram-positive and gram-negative bacteria. The mechanism of its action involves the irreversible binding to the active site of alanine racemase, leading to enzyme inactivation and disruption of bacterial cell wall synthesis. Furthermore, 3-fluoroalanine has also shown promise as an inhibitor of certain types of cancer cell growth, indicating potential applications in cancer therapy. Due to its potent biological activity and potential therapeutic applications, 3-fluoroalanine continues to be an active area of research in the fields of medicinal chemistry, microbiology, and oncology.'

3-fluoroalanine: antibacterial agent active against gram-positive & gram-negative bacteria; generated by C-fluorination of key component of bacterial cell wall; synthesized by photofluorination of D-alanine; RN given refers to cpd with unspecified isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID37164
SCHEMBL ID200985
MeSH IDM0051104

Synonyms (29)

Synonym
3-fluoroalanine
2-amino-3-fluoropropanoic acid
43163-93-5
16652-37-2
AKOS006230627
alanine, 3-fluoro-
3-fluoro-d-(2-2h)alanine
SCHEMBL200985
dl-alanine, 3-fluoro-
3-fluoro-dl-alanine
(+-)-3-fluoroalanine
racemic fluoromethylglycine
beta-fluoro-dl-alanine
W-201498
b-fluoro-dl-alanine
W-202752
UYTSRQMXRROFPU-UHFFFAOYSA-N
FD21128
h-beta-fluoro-dl-ala-oh
mfcd00077524
dl-3-fluoro-2-alanine (h-beta-fluoro-dl-ala-oh)
h--fluoro-dl-ala-oh
FT-0722968
CS-0181058
AS-48968
(2r)-2-amino-2-deuterio-3-fluoropropanoic acid
alanine,3-fluoro-
DTXSID80865775
EN300-93448

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
"The in vitro activity of fludalanine ( MK641 ) combined with pentizidone ( MK642 ) so as to give a fludalanine /D-cycloserine ratio of 1:1 was compared with the activities of ampicillin, ticarcillin, cefuroxime, ceftazidime, and trimethoprim against 452 recent isolates and known beta-lactam- and trimethoprim-resistant strains."( In vitro activity of fludalanine combined with pentizidone compared with those of other agents.
Andrews, JM; Wise, R, 1984
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (33.33)18.7374
1990's5 (27.78)18.2507
2000's3 (16.67)29.6817
2010's4 (22.22)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: 11.43

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 Index11.43 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.43)

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%
Other18 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
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