Page last updated: 2024-12-07

3,4-dehydroproline

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

Description

3,4-dehydroproline, also known as Δ2-proline, is a non-proteinogenic amino acid that has gained significant attention in synthetic chemistry and medicinal chemistry. It is a cyclic imine with an α-amino group and a conjugated double bond in the pyrrolidine ring. 3,4-dehydroproline is of interest due to its unique structural features, which lend it to various applications. It has been used as a building block in the synthesis of various bioactive molecules, including peptides, peptidomimetics, and small molecule drugs. Its rigid structure and ability to form stable imines have made it a valuable tool for the development of novel therapeutics. 3,4-dehydroproline has been shown to possess anti-cancer, anti-inflammatory, and anti-viral properties. It has also been investigated for its potential use in the treatment of neurological disorders. 3,4-dehydroproline can be synthesized through various methods, including enzymatic catalysis and chemical synthesis. The study of 3,4-dehydroproline is crucial for understanding its biological activity and its potential therapeutic applications.'

3,4-dehydroproline: RN given refers to cpd without stereoisomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID97858
CHEMBL ID310623
SCHEMBL ID297777
MeSH IDM0042693

Synonyms (55)

Synonym
CHEMBL310623 ,
3220-74-4
1h-pyrrole-2-carboxylic acid,5-dihydro-
3-pyrroline-2-carboxylic acid
proline,4-didehydro-
3,4-dehydroproline
nsc-49883
nsc49883
3,4-dehydro-dl-proline, 98%
CPD0-1103 ,
3,4-didehydro-proline
2,5-dihydro-1h-pyrrole-2-carboxylic acid
3,4-dehydro-dl-proline
BMSE000080
(1)-2,3-dihydro-1h-pyrrole-2-carboxylic acid
dl-3,4-dehydroproline
1h-pyrrole-2-carboxylic acid, 2,5-dihydro-, (+-)-
3395-35-5
bdbm50000103
A6007
2,5-dihydro-1h-pyrrole-2-carboxylicacid
A822016
A825108
proline, 3,4-didehydro-
nsc 49883
1h-pyrrole-2-carboxylic acid, 2,5-dihydro-
ven38amu74 ,
unii-ven38amu74
2,5-dihydro-1h-pyrrole-carboxylic acid
einecs 222-243-3
FT-0630232
AKOS015854543
SCHEMBL297777
2,5-dihydro-1h-pyrrole-2-carboxylic acid #
3,4dehydro-dl-proline
1h-pyrrole-2-carboxylic acid, 2,5-dihydro-, (.+/-.)-
mfcd00005214
FT-0698280
J-507347
h-3,4-dehydro-dl-pro-oh
h-3,4-dehydro-pro-oh
FT-0770677
dehydro proline
SY022074
F10849
CS-0201828
AS-46895
EN300-107180
DTXSID00955526
SY251245
SY251243
mfcd08275374
HY-W142043
3-pyrroline-2-carboxylic acid , dl-
3,4-dehydro-d,l-proline

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Pulmonary fibrosis is a serious side effect that limits the therapeutic utility of bleomycin (BLM)."( The effect of L-3, 4-dehydroproline on the antitumor activity and toxicity of bleomycin.
Hacker, MP; Hong, CB; Newman, RA, 1983
)
0.27

Dosage Studied

ExcerptRelevanceReference
" Lung Hyp concentrations in the PQ dosed dogs were significantly increased."( Effect of dehydroproline as a collagen synthetic inhibitor in paraquat-induced pulmonary fibrosis in beagle dogs.
Akahori, F; Masaoka, T; Nagata, T; Okinaka, T, 1993
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Glutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)IC50 (µMol)242.00000.00071.600310.0000AID143614
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID143614Inhibitory concentration required to inhibit [3H]strychnine binding to N-methyl-D-aspartate glutamate receptor 11992Journal of medicinal chemistry, Jan-24, Volume: 35, Issue:2
Beta-proline analogues as agonists at the strychnine-sensitive glycine receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (56)

TimeframeStudies, This Drug (%)All Drugs %
pre-199026 (46.43)18.7374
1990's15 (26.79)18.2507
2000's13 (23.21)29.6817
2010's2 (3.57)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: 10.08

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 Index10.08 (24.57)
Research Supply Index4.04 (2.92)
Research Growth Index4.12 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.08)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.79%)6.00%
Case Studies1 (1.79%)4.05%
Observational0 (0.00%)0.25%
Other54 (96.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]