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B6149

Sigma-Aldrich

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

chromogenic, ≥98% (HPLC), powder

Synonym(s):

5-BCIP disodium salt, BCIP®, X-phosphate disodium salt

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About This Item

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

product name

5-Bromo-4-chloro-3-indolyl phosphate disodium salt, ≥98% (HPLC)

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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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
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Articles

Colorimetric Alkaline Phosphatase and Peroxidase Substrate Detection Systems

Nitroblue Tetrazolium (NBT) is used with the alkaline phosphatase substrate 5-Bromo- 4-Chloro-3-Indolyl Phosphate (BCIP) in western blotting and immunohistological staining procedures. These substrate systems produce an insoluble NBT diformazan end product that is blue to purple in color and can be observed visually.

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