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N2125

Sigma-Aldrich

Naphthol AS-BI phosphate

≥98% purity (HPLC), powder

Synonym(s):

7-Bromo-3-hydroxy-2-naphthoic-o-anisidide phosphate

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About This Item

Empirical Formula (Hill Notation):
C18H15BrNO6P
CAS Number:
Molecular Weight:
452.19
Beilstein:
6668526
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Naphthol AS-BI phosphate, ≥98% (HPLC), Technical grade

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to light yellow

solubility

methanol: 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

COc1ccccc1NC(=O)c2cc3cc(Br)ccc3cc2OP(O)(O)=O

InChI

1S/C18H15BrNO6P/c1-25-16-5-3-2-4-15(16)20-18(21)14-9-12-8-13(19)7-6-11(12)10-17(14)26-27(22,23)24/h2-10H,1H3,(H,20,21)(H2,22,23,24)

InChI key

HUXIAXQSTATULQ-UHFFFAOYSA-N

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General description

Naphthol AS-BI, also known as 7-Bromo-3-hydroxy-2-naphtho-o-anisidine is a substituted naphthol.

Application

Naphthol AS-BI phosphate is suitable to use:
  • in tartrate-resistant acid phosphatase (TRAP) staining to detect osteoclast activity
  • as a component in Tris-HCl in staining cells to measure alkaline phosphatase (ALP) activity
  • to perform alkaline phosphatase reaction
Substrate for the histochemical demonstration of acid and alkaline phosphatase. Substrate for the fluorometric assay of acid and alkaline phosphatases. Demonstration of acid phosphatase in paraffin embedded tissue. Cytofluorometric assay of acid phosphatase in single living cells.

Biochem/physiol Actions

Naphthol AS-BI can be used as a substrate to determine alkaline and acid phosphatase. It is also used to determine the activity of acid phosphatase in single cells.

Substrates

Substrate for the histochemical demonstration of acid and alkaline phosphatase.

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

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Z Szegedi et al.
Pathology oncology research : POR, 4(3), 217-223 (1998-10-08)
The aim of the study was to work out a technique for the detection of acid phosphatase enzyme activity by confocal laser-scanning microscope using the histochemical acid phosphatase detection method (after Barka and Anderson 1962, modified by Bowen and Lewis
W M Frederiks et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 35(2), 175-180 (1987-02-01)
Acid phosphatase activity has been demonstrated in rat liver with the semipermeable membrane technique using naphthol AS-BI phosphate as substrate and hexazotized pararosaniline (HPRA) as simultaneous coupling agent. With this method the final reaction product (FRP) appeared in rat liver
A J Janckila et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 16(4), 788-793 (2001-04-24)
Tartrate-resistant acid phosphatase (TRAP) isoform 5b is a potential serum marker for osteoclastic activity. Biochemical assays for serum TRAP activity with para-nitrophenylphosphate (pNPP) have low specificity for bone because of hydrolysis by unrelated nontype 5 TRAPs of blood cells and
Anthony J Janckila et al.
Clinica chimica acta; international journal of clinical chemistry, 347(1-2), 157-167 (2004-08-18)
Our purpose was to develop a specific immunoassay for tartrate-resistant acid phosphatase (TRACP) 5b using naphthol ASBI phosphate (N-ASBI-P) as a selective substrate for isoform 5b and heparin as a selective inhibitor of isoform 5a. Serum TRACP 5a and 5b
A M Boesen
Scandinavian journal of haematology, 32(3), 245-252 (1984-03-01)
The subcellular localization of acid phosphatase (AcP) in various immunologically-defined neoplastic lymphoid cells including hairy cells was investigated by electron microscopy. 2 substrates, naphthol-AS-BI-phosphoric acid (naphthol-AS-BI-P) and sodium beta-glycerophosphate, were compared. By incubation in naphthol-AS-BI-P containing medium, the reaction product

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