Page last updated: 2024-09-26

n-dansyl-3-aminobenzeneboronic acid

Description

N-dansyl-3-aminobenzeneboronic acid: potent serine protease inhibitor; fluorescent boronic acid which reversibly binds to bacterial cell walls; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID150643
CHEMBL ID140740
SCHEMBL ID593250
MeSH IDM0102315

Synonyms (29)

Synonym
3-(dansylamino)phenylboronic acid, bioreagent, suitable for fluorescence, >=98.0% (hplc)
m(dansylamidophenyl)boronic acid
CHEMBL140740 ,
[3-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]phenyl]boronic acid
3-(5-(dimethylamino)naphthalene-1-sulfonamido)phenylboronic acid
bdbm50067898
75806-94-9
A838516
[3-[[5-(dimethylamino)-1-naphthyl]sulfonylamino]phenyl]boronic acid
n-dansyl-3-aminobenzeneboronic acid
n-(5-dimethylamino-1-naphthalensulfonyl)-3-aminobenzeneboronic acid
einecs 278-319-1
boronic acid, (3-(((5-(dimethylamino)-1-naphthalenyl)sulfonyl)amino)phenyl)-
(3-(((5-(dimethylamino)-1-naphthyl)sulphonyl)amino)phenyl)metaboric acid
FT-0641576
3-(dansylamino)phenylboronic acid
AKOS015894027
SCHEMBL593250
3-(5-dimethylaminonaphthalene-1-sulfonylamino)benzeneboronic acid
fb-1
TYXMKSYBCDTGDU-UHFFFAOYSA-N
3-dansylaminophenylboronic acid
DTXSID00226723
m-dansylaminophenyl boronic acid
(3-(5-(dimethylamino)naphthalene-1-sulfonamido)phenyl)boronic acid
STARBLD0016827
SB83643
CS-0031601
HY-W019810

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chymotrypsinogen ABos taurus (cattle)IC50 (µMol)100.00000.98004.05607.2000AID36989
Beta-lactamaseEscherichia coli K-12IC50 (µMol)5.00000.01502.46578.0000AID38396
Beta-lactamaseEscherichia coli K-12Ki1.30000.02703.64137.3000AID38398
Trypsin-2Homo sapiens (human)IC50 (µMol)100.00000.00351.58464.4000AID44381
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)IC50 (µMol)100.00000.00031.38338.4000AID36989
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)IC50 (µMol)100.00000.00051.48357.8000AID36989
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)IC50 (µMol)100.00000.00311.73607.8000AID36989
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)IC50 (µMol)100.00000.00501.79627.8000AID36989
Angiotensin-converting enzymeRattus norvegicus (Norway rat)Ki1.30000.00011.96427.3000AID38398
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
digestionChymotrypsinogen ABos taurus (cattle)
antibiotic catabolic processBeta-lactamaseEscherichia coli K-12
response to antibioticBeta-lactamaseEscherichia coli K-12
proteolysisTrypsin-2Homo sapiens (human)
digestionTrypsin-2Homo sapiens (human)
antimicrobial humoral responseTrypsin-2Homo sapiens (human)
extracellular matrix disassemblyTrypsin-2Homo sapiens (human)
positive regulation of cell growthTrypsin-2Homo sapiens (human)
collagen catabolic processTrypsin-2Homo sapiens (human)
positive regulation of cell adhesionTrypsin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
protein bindingChymotrypsinogen ABos taurus (cattle)
serpin family protein bindingChymotrypsinogen ABos taurus (cattle)
beta-lactamase activityBeta-lactamaseEscherichia coli K-12
hydrolase activityBeta-lactamaseEscherichia coli K-12
metalloendopeptidase activityTrypsin-2Homo sapiens (human)
serine-type endopeptidase activityTrypsin-2Homo sapiens (human)
calcium ion bindingTrypsin-2Homo sapiens (human)
protein bindingTrypsin-2Homo sapiens (human)
serine-type peptidase activityTrypsin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
extracellular regionChymotrypsinogen ABos taurus (cattle)
serine protease inhibitor complexChymotrypsinogen ABos taurus (cattle)
outer membrane-bounded periplasmic spaceBeta-lactamaseEscherichia coli K-12
periplasmic spaceBeta-lactamaseEscherichia coli K-12
extracellular regionTrypsin-2Homo sapiens (human)
extracellular spaceTrypsin-2Homo sapiens (human)
extracellular matrixTrypsin-2Homo sapiens (human)
azurophil granule lumenTrypsin-2Homo sapiens (human)
extracellular spaceTrypsin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID67675Compound was tested for its specificity against Elastase1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID38396Compound was tested for its specificity against AmpC beta-lactamase1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID38398Inhibitory activity against Escherichia coli AmpC beta-lactamase.1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID36989Compound was tested for its specificity against alpha-chymotrypsin1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID44381Compound was tested for its specificity against beta-trypsin1998Journal of medicinal chemistry, Nov-05, Volume: 41, Issue:23
Structure-based enhancement of boronic acid-based inhibitors of AmpC beta-lactamase.
AID437830Inhibition of penicillin-resistant Streptococcus pneumoniae 5204 PBP2X assessed as residual activity at 500 uM preincubated for 4 hrs before addition of substrate mixture of (R)-[2-(benzoylamino)propionylsulfanyl]acetic acid and 5,5'-dithiobis(2-nitrobenz2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.
AID437827Inhibition of penicillin-sensitive Streptococcus pneumoniae R6 PBP2X assessed as residual activity at 500 uM preincubated for 60 mins before addition of substrate mixture of (R)-[2-(benzoylamino)propionylsulfanyl]acetic acid and 5,5'-dithiobis(2-nitrobenz2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (66.67)18.7374
1990's1 (16.67)18.2507
2000's1 (16.67)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]