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B6149

Sigma-Aldrich

5-Bromo-4-chloro-3-indolyl phosphate disodium salt

≥98% (HPLC)

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Synonym(s):
5-BCIP disodium salt, BCIP®, X-phosphate disodium salt
Linear Formula:
C8H4BrClNO4P · 2Na
CAS Number:
102185-33-1
Molecular Weight:
370.43
MDL number:
MFCD00036757
UNSPSC Code:
12352204
PubChem Substance ID:
24891897
NACRES:
NA.83

Quality Level

200

Assay

≥98% (HPLC)

form

powder

solubility

H2O: 20 mg/mL
DMF: insoluble

storage temp.

−20°C

SMILES string

[Na+].[Na+].[O-]P([O-])(=O)Oc1c[nH]c2ccc(Br)c(Cl)c12

InChI

1S/C8H6BrClNO4P.2Na/c9-4-1-2-5-7(8(4)10)6(3-11-5)15-16(12,13)14;;/h1-3,11H,(H2,12,13,14);;/q;2*+1/p-2

InChI key

OAZUOCJOEUNDEK-UHFFFAOYSA-L

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Application

5-Bromo-4-chloro-3-indolyl phosphate disodium salt has been used to detect protein-antibody complexes. It has also been used for tissue staining in alkaline phosphatase histochemistry.
For the colorimetric detection of alkaline phosphatase-labeled molecules, 5-Bromo-4-chloro-3-indolyl phosphate (BCIP) and Nitro Blue Tetrazolium (NBT) are available. The BCIP/NBT substrate system is versatile and functions in a variety of applications, including Northern Southern, and Western blotting, in situ hybridization, and immunohistochemistry.

BCIP is provided in two salt forms: the disodium salt which is soluble in water and the p-toluidine form which is soluble in dimethylformamide. These salt forms may be used to prepare a stock solution that in combination with NBT and a reaction buffer, form a substrate solution for alkaline phosphatase. This substrate system, when incubated with alkaline phosphatase, produces an insoluble NBT diformazan product that is easily observable with its purple color. For added convenience, a mixture of BCIP and NBT is provided in an easily dissolvable tablet form or as a ready-to-use liquid.

Substrates

Histochemical substrate for alkaline phosphatase.

Legal Information

BCIP is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Manli Qi et al.
Journal of bacteriology, 193(10), 2498-2509 (2011-03-29)
The Chlamydia-specific hypothetical protein CT795 was dominantly recognized by human antisera produced during C. trachomatis infection but not by animal antisera raised against dead chlamydia organisms. The immundominant region recognized by the human antibodies was mapped to the N-terminal fragment
P E Høyer et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 44(8), 855-863 (1996-08-01)
We describe a quantitative histochemical method for demonstration of five N-acetyl-glucosamine binding lectins in the syncytiotrophoblast of human term placenta. The method employs biotinylated lectins and alkaline phosphatase-conjugated avidin. The alkaline phosphatase activity is detected by using 5-bromo-4-chloro-indoxyl phosphate as
Thermal preference ranges correlate with stable signals of universal stress markers in Lake Baikal endemic and Holarctic amphipods
Axenov-Gribanov D, et al
PLoS ONE, 11(10), e0164226-e0164226 (2016)
The endosomal protein endotubin is required for enterocyte differentiation
Cox CM, et al.
Cellular and molecular gastroenterology and hepatology, 5(2), 145-156 (2018)
Shailesh Kumar et al.
PLoS genetics, 15(6), e1008219-e1008219 (2019-06-27)
Fes1 is a conserved armadillo repeat-containing Hsp70 nucleotide exchange factor important for growth at high temperature, proteasomal protein degradation and prion propagation. Depleting or mutating Fes1 induces a stress response and causes defects in these processes that are ascribed solely
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Colorimetric Phosphatase/Peroxidase Substrate Systems

NBT-BCIP substrate system aids in western blotting and immunohistological staining, producing a blue-purple insoluble end product.

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