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B8503

Sigma-Aldrich

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

≥99% (HPLC)

Synonym(s):
5-Bromo-4-chloro-3-indoxyl phosphate p-toluidine salt, 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

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 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

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Certificate of Origin

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Product Information Sheet

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