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Merck
CN

N2125

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:
1919-91-1
Molecular Weight:
452.19
NACRES:
NA.47
PubChem Substance ID:
24897552
UNSPSC Code:
12171500
EC Number:
217-645-0
MDL number:
MFCD00004058
Beilstein/REAXYS Number:
6668526

Key Documents

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Product Name

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

InChI key

HUXIAXQSTATULQ-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥98% (HPLC)

form

powder

technique(s)

microbe id | staining: suitable

color

white to light yellow

solubility

methanol: 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

200

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General description

Substrate for the histochemical demonstration of acid and alkaline phosphatase.
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9911
BCCK2119
BCCD2606
BCBS3419V
BCBS3419

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The presence of a low molecular weight acid phosphatase in liver tissue that cannot be demonstrated with the histochemical substrate naphthol AS-BI phosphate.
A E Meijer et al.
Histochemistry, 67(1), 23-29 (1980-01-01)
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
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
Quantitative histochemical investigations of semipermeable membrane techniques for the assay of acid phosphatase in skeletal muscle. I. Meijer's method.
P J Stoward et al.
Histochemistry, 71(3), 405-431 (1981-01-01)
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
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