B8503

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
• Empirical Formula (Hill Notation): C₈H₆BrClNO₄P · C₇H₉N
• CAS Number: 6578-06-9
• Molecular Weight: 433.62
• EC Number: 229-506-1
• MDL number: MFCD00040636
• UNSPSC Code: 12352204
• PubChem Substance ID: 57653963
• NACRES: NA.83

Properties

• product name: 5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt, ≥99% (HPLC)
• Quality Level: 200
• 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

Description

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves