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5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside (CAS 7240-90-6)

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Alternate Names:
X-Gal; BCIG; 5-Bromo-4-chloro-3-indolyl-β-D-galactoside; X Gal
Application:
5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside is a chromogenic histochemical substrate for β-galactosidase
CAS Number:
7240-90-6
Purity:
≥99%
Molecular Weight:
408.63
Molecular Formula:
C14H15BrClNO6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside (X-Gal) is a histochemical substrate for beta-galactosidase. 5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside is cleaved by beta-galactosidase to yield an insoluble blue preceipitate. It is used to detect DNA insertions into the lacZ region of plasmid DNA, which causes the loss of beta-galactosidase activity. It is also used in conjunction with IPTG for detection of b-Galactosidase activity in bacterial colonies in a colorimetric assay.


5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside (CAS 7240-90-6) References

  1. Use of 5-bromo-4-chloro-3-indolyl-beta-D-galactopyranoside for the isolation of beta-galactosidase-positive bacteria from municipal water supplies.  |  Ley, A., et al. 1993. Can J Microbiol. 39: 821-5. PMID: 10755843
  2. Evaluation of p-naphtholbenzein-beta-D-galactoside as a substrate for bacterial beta-galactosidase.  |  James, AL., et al. 2000. Appl Environ Microbiol. 66: 5521-3. PMID: 11097942
  3. Purification and some characteristics of a recombinant dimeric rhizobium meliloti beta-galactosidase expressed in escherichia coli.  |  Leahy, M., et al. 2001. Enzyme Microb Technol. 28: 682-688. PMID: 11339953
  4. A fluorimetric method using fluorescein di-beta-D-galactopyranoside for quantifying the senescence-associated beta-galactosidase activity in human foreskin fibroblast Hs68 cells.  |  Yang, NC. and Hu, ML. 2004. Anal Biochem. 325: 337-43. PMID: 14751269
  5. New vector for efficient allelic replacement in naturally nontransformable, low-GC-content, gram-positive bacteria.  |  Arnaud, M., et al. 2004. Appl Environ Microbiol. 70: 6887-91. PMID: 15528558
  6. Quantitative assay of senescence-associated beta-galactosidase activity in mammalian cell extracts.  |  Gary, RK. and Kindell, SM. 2005. Anal Biochem. 343: 329-34. PMID: 16004951
  7. Chemiluminescent assay of various enzymes using indoxyl derivatives as substrate and its applications to enzyme immunoassay and DNA probe assay.  |  Arakawa, H., et al. 1991. Anal Biochem. 199: 238-42. PMID: 1725950
  8. Improved methods for the detection of beta-galactosidase activity in colonies of Escherichia coli using a new chromogenic substrate: VBzTM-gal (2-(2-(4-(beta-D-galactopyranosyloxy)-3-methoxyphenyl)-vinyl)-3- methylbenzothiazolium toluene-4-sulphonate).  |  Bainbridge, BW., et al. 1991. FEMS Microbiol Lett. 64: 319-23. PMID: 1909279
  9. X-gal staining of the central nervous system in adult Drosophila.  |  Sweeney, ST., et al. 2012. Cold Spring Harb Protoc. 2012: 239-41. PMID: 22301646
  10. Intermittent parathyroid hormone administration converts quiescent lining cells to active osteoblasts.  |  Kim, SW., et al. 2012. J Bone Miner Res. 27: 2075-84. PMID: 22623172
  11. Production of 2-aminophenoxazin-3-one by Staphylococcus aureus causes false-positive results in β-galactosidase assays.  |  Tse, H., et al. 2012. J Clin Microbiol. 50: 3780-2. PMID: 22972831
  12. Analysis of intracellular enzyme activity by surface enhanced Raman scattering.  |  Stevenson, R., et al. 2013. Analyst. 138: 6331-6. PMID: 24003438
  13. Comments on Methods to Suppress Endogenous β-Galactosidase Activity in Mouse Tissues Expressing the LacZ Reporter Gene.  |  Merkwitz, C., et al. 2016. J Histochem Cytochem. 64: 579-86. PMID: 27555495
  14. A double staining technique using 5-bromo,4-chloro-3-indolyl-beta-D-galactopyranoside (X-gal) and immunoperoxidase in whole Drosophila embryos.  |  Kobayashi, S. and Okada, M. 1993. Biotech Histochem. 68: 237-9. PMID: 8218577
  15. Chemiluminescent assay of beta-D-galactosidase based on indole luminescence.  |  Arakawa, H., et al. 1998. J Biolumin Chemilumin. 13: 349-54. PMID: 9926362

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside, 1 g

sc-280488A
1 g
$82.00

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside, 5 g

sc-280488
5 g
$163.00

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside, 25 g

sc-280488B
25 g
$663.00

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside, 100 g

sc-280488C
100 g
$2384.00

What is the shelf life of compound in DMSO when stored at -20° C?

Asked by: Krishnanand
Thank you very much for your inquiry. Protected from light at -20 C, that solution can be stored for 6-12 months. If the solution turns pink, it should be discarded.
Answered by: Technical Support Europe
Date published: 2017-09-21

What is the expected color of this product?

Asked by: chemicalsmg
Thank you for your question. 5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside: sc-280488 is expected to be white to off-white in color.
Answered by: Chemical Support 3
Date published: 2017-04-14
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Rated 5 out of 5 by from ExcellentThe compound works very well in classical senescence-associated beta-galactosidase (SA-β-gal) assay using normal human fibroblasts
Date published: 2022-03-10
Rated 5 out of 5 by from Various publications cite the use of 5Various publications cite the use of 5-Bromo-4-chloro-3-indolyl -D-galactopyranoside (X-Gal), a chromogenic histochemical substrate for -galactosidase, to detect DNA insertions into the lacZ region of plasmid DNA, which causes the loss of -galactosidase activity. X-Gal is cleaved by -galactosidase to yield an insoluble blue precipitate, it can also be used in conjunction with IPTG for detection of -Galactosidase activity in bacterial colonies in a colorimetric assay. -SCBT Publication Review
Date published: 2015-07-20
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5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside | CAS 7240-90-6 is rated 5.0 out of 5 by 2.
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