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N2250

Sigma-Aldrich

Naphthol AS-BI phosphate disodium salt hydrate

fluorogenic, ≥96.0% (HPLC), powder

Synonym(s):

2-Naphthalenecarboxamide, 7-bromo-N-(2-methoxyphenyl)-3-(phosphonooxy)-, disodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C18H13BrNNa2O6P · xH2O
CAS Number:
Molecular Weight:
496.16 (anhydrous basis)
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

product name

Naphthol AS-BI phosphate disodium salt hydrate, ≥96.0% (HPLC)

Quality Level

Assay

≥96.0% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless to yellow

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].COc1ccccc1NC(=O)c2cc3cc(Br)ccc3cc2OP([O-])([O-])=O

InChI

1S/C18H15BrNO6P.2Na.H2O/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);;;1H2/q;2*+1;/p-2

InChI key

WNPKMQCBZKBNOS-UHFFFAOYSA-L

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General description

Naphthol AS-BI (7-Bromo-3-hydroxy-2-naphtho-o-anisidine) is a substituted naphthol.

Application

Naphthol AS-BI phosphate disodium salt hydrate 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

Biochem/physiol Actions

Naphthol AS-BI (7-Bromo-3-hydroxy-2-naphtho-o-anisidine) 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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Establishment of human cementifying fibroma cell lines by transfection with temperature-sensitive simian virus-40 T-antigen gene and hTERT gene
Kudo Y, et al.
Bone, 30(5), 712-717 (2002)
Naphthol AS-BI (7-bromo-3-hydroxy-2-naphtho-o-anisidine) phosphatase and naphthol AS-BI beta-D-glucuronidase in Chinese hamster ovary cells: biochemical and flow cytometric studies.
Dolbeare FA and Phares W
The Journal of Histochemistry and Cytochemistry, 27(1), 120-124 (1979)
Effects of estrogen deficiency on microstructural changes in rat alveolar bone proper and periodontal ligament
Liu Z, et al.
Molecular Medicine Reports, 12(3), 3508-3514 (2015)
Enhanced fibrillin-2 expression is a general feature of wound healing and sclerosis: potential alteration of cell attachment and storage of TGF-beta
Brinckmann J, et al.
Laboratory Investigation; a Journal of Technical Methods and Pathology, 90(5), 739-752 (2010)
Elisheva Goldman et al.
Cells, 10(3) (2021-04-04)
Older age is associated with reduced immune function. Our aim was to study how age affects the development of apical periodontitis (AP). AP was induced in two age groups of mice (young vs. adult). Histological samples were stained by Hematoxylin

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