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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

B8503-100MG:4548173189543
B8503-25MG:4548173189567
B8503-BULK:
B8503-500MG:4548173189574
B8503-5G:4548173189598
B8503-VAR:
B8503-1G:4548173189550
B8503-50MG:4548173189581


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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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
Endothelial and lipoprotein lipases in human and mouse placenta
Lindegaard MLS, et al.
Journal of Lipid Research, 46(11), 2339-2346 (2005)
SEAP activity measurement in reporter cell-based assays using BCIP/NBT as substrate
Jerome V, et al.
Analytical biochemistry, 585, 113402-113402 (2019)
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
Kimie Niimi et al.
The Journal of veterinary medical science, 83(5), 784-792 (2021-03-19)
Wasting marmoset syndrome (WMS) is a serious disease in captive common marmoset (Callithrix jacchus) colonies. Because of the high mortality rates, elucidation of the underlying mechanisms is essential. In this study, we compared the histopathology, the number of each epithelial

Articles

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

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