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B8503

Sigma-Aldrich

5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt

chromogenic, ≥99% (HPLC), powder

Synonym(s):

5-Bromo-4-chloro-3-indoxyl phosphate p-toluidine salt, BCIP® p-toluidine salt, X-phosphate p-toluidine salt

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About This Item

Empirical Formula (Hill Notation):
C8H6BrClNO4P · C7H9N
CAS Number:
Molecular Weight:
433.62
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

product name

5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt, ≥99% (HPLC)

Assay

≥99% (HPLC)

form

powder

solubility

DMF: 20 mg/mL, clear to slightly hazy, yellow

storage temp.

−20°C

SMILES string

Cc1ccc(N)cc1.OP(O)(=O)Oc2c[nH]c3ccc(Br)c(Cl)c23

InChI

1S/C8H6BrClNO4P.C7H9N/c9-4-1-2-5-7(8(4)10)6(3-11-5)15-16(12,13)14;1-6-2-4-7(8)5-3-6/h1-3,11H,(H2,12,13,14);2-5H,8H2,1H3

InChI key

QEIFSLUFHRCVQL-UHFFFAOYSA-N

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General description

5-bromo-4-chloro-3-indolyl phosphate (BCIP) is an histochemical phosphatase stain.

Application

5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt has been used in in situ hybridization.
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.

Biochem/physiol Actions

5-bromo-4-chloro-3-indolyl phosphate (BCIP) can be used to visualize the phosphatase activity. It can be used as a substrate to monitor secreted embryonic alkaline phosphatase activity in solution.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

Histochemical substrate for alkaline phosphatase.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Endothelial and lipoprotein lipases in human and mouse placenta
Lindegaard MLS, et al.
Journal of Lipid Research, 46(11), 2339-2346 (2005)
Jens F Rehfeld et al.
The Biochemical journal, 415(1), 35-43 (2008-06-17)
Cellular synthesis of peptide hormones requires PCs (prohormone convertases) for the endoproteolysis of prohormones. Antral G-cells synthesize the most gastrin and express PC1/3, 2 and 5/6 in the rat and human. But the cleavage sites in progastrin for each PC
Yin-Ting Yeh et al.
Science advances, 2(10), e1601026-e1601026 (2016-10-13)
Viral infectious diseases can erupt unpredictably, spread rapidly, and ravage mass populations. Although established methods, such as polymerase chain reaction, virus isolation, and next-generation sequencing have been used to detect viruses, field samples with low virus count pose major challenges
SEAP activity measurement in reporter cell-based assays using BCIP/NBT as substrate
Jerome V, et al.
Analytical biochemistry, 585, 113402-113402 (2019)
Adva Mechaly et al.
Antibodies (Basel, Switzerland), 11(1) (2022-03-25)
Botulinum neurotoxin type E (BoNT/E), the fastest acting toxin of all BoNTs, cleaves the 25 kDa synaptosomal-associated protein (SNAP-25) in motor neurons, leading to flaccid paralysis. The specific detection and quantification of the BoNT/E-cleaved SNAP-25 neoepitope can facilitate the development

Articles

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

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

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

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

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