Page last updated: 2024-12-06

5-bromo-4-chloro-3-indolyl beta-galactoside

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

Description

5-Bromo-4-chloro-3-indolyl beta-D-galactopyranoside (X-gal) is a synthetic substrate for beta-galactosidase. It is colorless in solution but upon hydrolysis by beta-galactosidase it forms a blue colored product, 5-bromo-4-chloro-3-hydroxyindole. X-gal is widely used in molecular biology research to detect the expression of genes under the control of the lac operon. It can be used to screen for bacterial colonies that carry a plasmid with a functional lacZ gene, which encodes beta-galactosidase. X-gal can also be used to detect the expression of reporter genes in eukaryotic cells. X-gal is generally considered to be a safe reagent when used under normal laboratory conditions.'
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5-bromo-4-chloro-3-indolyl beta-galactoside: enzyme substrate for beta-galactosidase [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

5-bromo-4-chloro-3-indolyl beta-D-galactoside : An indolyl carbohydrate that is the beta-D-galactoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, beta-galactosidase, which cleaved the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. [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]

Cross-References

ID SourceID
PubMed CID65181
CHEMBL ID1242856
CHEBI ID75055
SCHEMBL ID98837
MeSH IDM0130826

Synonyms (64)

Synonym
7240-90-6
IDI1_031132
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, >=98%, powder
bcig
x-gal
MAYBRIDGE4_000550
SR-01000631716-1
B-7150
5-bromo-4-chloro-3-indoxyl-beta-d-galactopyranoside
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, >=98%
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, tablet
HMS1522I22
5-bromo-4-chloro-3-(beta-d-galactopyranosyloxy)indole
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside
BRD-K37294861-001-01-7
(2s,3r,4s,5r,6r)-2-[(5-bromo-4-chloro-1h-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
A837518
5-bromo-4-chloro-3-indolyl-beta-d-galactoside;x-gal
CHEMBL1242856
chebi:75055 ,
indoxyl-gal
AKOS015919187
CCG-41656
v595og374w ,
5-bromo-4-chloro-3-indolyl beta-galactoside
beta-d-galactopyranoside, 5-bromo-4-chloro-1h-indol-3-yl
5-bromo-4-chloroindol-3-yl-beta-d-galactopyranoside
einecs 230-640-8
unii-v595og374w
c14h15brclno6
5-bromo-4-chloro-3-indolyl beta-d-galactoside
indole, 5-bromo-4-chloro-3-(.beta.-d-galactopyranosyloxy)-
x-gal [mi]
5-bromo-4-chloroindol-3-yl, .beta.-d-galactopyranoside
5-bromo-4-chloro-1h-indol-3-yl .beta.-d-galactopyranoside
.beta.-d-galactopyranoside, 5-bromo-4-chloro-1h-indol-3-yl
5-bromo-4-chloro-3-indoyl-.beta.-galactopyranoside
galactopyranoside, 5-bromo-4-chloroindol-3-yl, .beta.-d-
5-bromo-4-chloro-3-c-indolyl-.beta.-d-galactopyranose
5-bromo-4-chloroindol-3-yl .beta.-d-galactopyranoside
S6820
HY-15934
SCHEMBL98837
(2s,3r,4s,5r,6r)-2-[(5-bromo-4-chloro-1h-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
5-bromo-4-chloro-1h-indoll-3-yl-?-d-galactopyranoside
5-bromo-4-chloro-3-indolyl-.beta.-d-galactoside
5-bromo-4-chloro-1h-indol-3-yl hexopyranoside #
HB4128
AC-24654
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, 98%
x-gal, 5-bromo-4-chloro-3-indolyl-beta-d-galactopyranoside
5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, vetec(tm) reagent grade, >=98%
5-bromo-4-chloro-1h-indol-3-yl -d-galactopyranoside
x-gal;5-bromo-4-chloro-1h-indol-3-yl -d-galactoside-(1,5)
(2s,3r,4s,5r,6r)-2-((5-bromo-4-chloro-1h-indol-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol
AS-11176
5-bromo-4-chloroindol-3-yl-|a-d-galactopyranoside
5-bromo-4-chloroindol-3-yl beta-d-galactopyranoside
Q238475
AMY41378
5-bromo-4-chloro-3-indolyl beta -d-galactopyranoside
M02699
5-bromo-4-chloro-3-indolyl-ss-d-galactopyranoside
bcigbcig

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
"To investigate the therapeutic efficacy of double-mutated oncolytic adenovirus AxdAdB-3 in combination with gemcitabine for treating bladder cancer in an orthotopic nude mouse model."( [Double-mutated oncolytic adenovirus combined with gemcitabine for treating an orthotopic nude mouse model of bladder cancer].
Chen, GP; Li, DC; Li, FY; Liu, Z; Wang, H; Wang, ZP; Zhao, Y, 2013
)
0.39
" AxdAdB-3 combined with gemcitabine significantly inhibited the growth of bladder cancer cell lines."( [Double-mutated oncolytic adenovirus combined with gemcitabine for treating an orthotopic nude mouse model of bladder cancer].
Chen, GP; Li, DC; Li, FY; Liu, Z; Wang, H; Wang, ZP; Zhao, Y, 2013
)
0.39
"Intravesical instillation therapy with AxdAdB-3 in combination with gemcitabine can effectively inhibit the orthotopic bladder cancer in nude mouse, and further relevant clinical studies are guaranteed."( [Double-mutated oncolytic adenovirus combined with gemcitabine for treating an orthotopic nude mouse model of bladder cancer].
Chen, GP; Li, DC; Li, FY; Liu, Z; Wang, H; Wang, ZP; Zhao, Y, 2013
)
0.39

Dosage Studied

ExcerptRelevanceReference
"The correct Pax6 dosage is necessary for normal clonal growth during corneal development, normal limbal stem cell activity, and correct corneal epithelial cell migration."( Corneal development, limbal stem cell function, and corneal epithelial cell migration in the Pax6(+/-) mouse.
Chanas, SA; Collinson, JM; Hill, RE; West, JD, 2004
)
0.32
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
chromogenic compoundColourless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into coloured compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates.
[role 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]

Drug Classes (5)

ClassDescription
indolyl carbohydrate
beta-D-galactosideAny D-galactoside having beta-configuration at its anomeric centre.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
organobromine compoundA compound containing at least one carbon-bromine bond.
D-aldohexose derivativeAn aldohexose derivative that has D-configuration.
[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 (7)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID508690Induction of hla virulent gene expression in Staphylococcus aureus PC322 containing hla::lacZ assessed as color chage at 150 ug/ml at 37 degC in presence of chromogenic beta-galactosidase substrate and 1 to 50 % glucose solution2010Antimicrobial agents and chemotherapy, Jan, Volume: 54, Issue:1
Method for screening compounds that influence virulence gene expression in Staphylococcus aureus.
AID508688Induction of hla virulent gene expression in Staphylococcus aureus PC322 containing hla::lacZ assessed as color chage at 150 ug/ml at 37 degC in presence of chromogenic beta-galactosidase substrate2010Antimicrobial agents and chemotherapy, Jan, Volume: 54, Issue:1
Method for screening compounds that influence virulence gene expression in Staphylococcus aureus.
AID508692Induction of spa virulent gene expression in Staphylococcus aureus PC203 containing spa::lacZ assessed as color chage at 150 ug/ml at 37 degC in presence of chromogenic beta-galactosidase substrate and 1 to 50 % glucose solution2010Antimicrobial agents and chemotherapy, Jan, Volume: 54, Issue:1
Method for screening compounds that influence virulence gene expression in Staphylococcus aureus.
AID508686Induction of spa virulent gene expression in Staphylococcus aureus PC203 containing spa::lacZ assessed as color chage at 150 ug/ml at 37 degC in presence of chromogenic beta-galactosidase substrate2010Antimicrobial agents and chemotherapy, Jan, Volume: 54, Issue:1
Method for screening compounds that influence virulence gene expression in Staphylococcus aureus.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (404)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (1.73)18.7374
1990's85 (21.04)18.2507
2000's186 (46.04)29.6817
2010's120 (29.70)24.3611
2020's6 (1.49)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 16.28

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index16.28 (24.57)
Research Supply Index6.05 (2.92)
Research Growth Index5.71 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (0.95%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other419 (99.05%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]