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Merck
CN

N4875

Naphthol AS-MX phosphate

phosphatase substrate, fluorogenic, ≥99% (HPLC), powder

Synonym(s):

3-Hydroxy-2-naphtho-2′,4′-xylidide Phosphate, N-(2,4-Dimethylphenyl)-3-(phosphonooxy)-2-naphthalenecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C19H18NO5P
CAS Number:
1596-56-1
Molecular Weight:
371.32
NACRES:
NA.83
PubChem Substance ID:
24897714
UNSPSC Code:
12352204
EC Number:
216-480-1
MDL number:
MFCD00042711
Beilstein/REAXYS Number:
6664873

Key Documents

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Product Name

Naphthol AS-MX phosphate, powder, ≥99% (HPLC)

InChI key

IOMLBTHPCVDRHM-UHFFFAOYSA-N

InChI

1S/C19H18NO5P/c1-12-7-8-17(13(2)9-12)20-19(21)16-10-14-5-3-4-6-15(14)11-18(16)25-26(22,23)24/h3-11H,1-2H3,(H,20,21)(H2,22,23,24)

SMILES string

Cc1ccc(NC(=O)c2cc3ccccc3cc2OP(O)(O)=O)c(C)c1

assay

≥99% (HPLC)

form

powder

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow (to Faint Brown)

storage temp.

−20°C

Quality Level

200

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Application

Naphthol AS-MX phosphate has been used as:
  • a substrate for alkaline phosphatase in human osteoblasts
  • mouse embryonic stem cell (mESC)
  • coronal plane sections for fluorescence staining and analysis

Substrate for the histochemical demonstration of alkaline phosphatase.

General description

Naphthol AS-MX phosphate is soluble in dioxane and is a substrate for phosphatase.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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
0000508429
0000508427
0000508427
0000508429
0000473510

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Fluorescence of Naphthol AS-MX is Readily Detectable in Dioxane Mixtures
Kindl ED, et al.
Matters, 5(5), e201905000003-e201905000003 (2019)
Effects of an injectable platelet-rich fibrin on osteoblast behavior and bone tissue formation in comparison to platelet-rich plasma
Wang X, et al.
Platelets, 29(1), 48-55 (2018)
Nanofiber/Microsphere Hybrid Matrices In Vivo for Bone Regenerative Engineering: A Preliminary Report
Nelson C, et al.
Regenerative engineering and translational medicine, 4(3), 133-141 (2018)
Developmental-like bone regeneration by human embryonic stem cell-derived mesenchymal cells.
Kuhn LT, Liu Y, Boyd NL, et al.
Tissue Engineering: Part A, 20(1-2), 365-377 (2014)
Mitsuhiro Kinoshita et al.
Scientific reports, 11(1), 20360-20360 (2021-10-15)
Nephronectin (Npnt) is an extracellular matrix protein and ligand of integrin α8β1 known to promote differentiation of osteoblasts. A search for factors that regulate Npnt gene expression in osteoblasts revealed that phorbol 12-myristate 13-acetate (PMA), which activates protein kinase C
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