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B8503

Sigma-Aldrich

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

≥99% (HPLC)

Synonym(s):
BCIP p-toluidine salt, X-phosphate p-toluidine salt
Empirical Formula (Hill Notation):
C8H6BrClNO4P · C7H9N
CAS Number:
Molecular Weight:
433.62
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

Quality Level

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

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

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 Sigma-Aldrich Co. LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Product Information Sheet

More documents

Quotes and Ordering

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)
D A Knecht et al.
Analytical biochemistry, 136(1), 180-184 (1984-01-01)
A new technique for the detection of antibodies bound to proteins blotted onto nitrocellulose paper was developed. The method is rapid, sensitive, and does not require radioactive probes. Proteins transferred to nitrocellulose paper are first reacted with primary antibody followed
Karuppiah Muthumani et al.
Science translational medicine, 7(301), 301ra132-301ra132 (2015-08-21)
First identified in 2012, Middle East respiratory syndrome (MERS) is caused by an emerging human coronavirus, which is distinct from the severe acute respiratory syndrome coronavirus (SARS-CoV), and represents a novel member of the lineage C betacoronoviruses. Since its identification
Fernando Cartón-García et al.
Scientific reports, 5, 12312-12312 (2015-07-24)
Inherited MYO5B mutations have recently been associated with microvillus inclusion disease (MVID), an autosomal recessive syndrome characterized by intractable, life-threatening, watery diarrhea appearing shortly after birth. Characterization of the molecular mechanisms underlying this disease and development of novel therapeutic approaches

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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