N4875

Naphthol AS-MX phosphate

Name: Naphthol AS-MX phosphate
Brand: SIGMA

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)

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

SMILES string

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

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)

InChI key

IOMLBTHPCVDRHM-UHFFFAOYSA-N

Related Categories

Phosphates

Proteins & Enzymes

Detection Substrates & Enzymes

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This Item	N2250	N5625	N5000
N4875 Naphthol AS-MX phosphate	Sigma-Aldrich N2250 Naphthol AS-BI phosphate disodium salt hydrate	Sigma-Aldrich N5625 Naphthol AS phosphate	Sigma-Aldrich N5000 Naphthol AS-MX phosphate disodium salt
assay ≥99% (HPLC)	assay ≥96.0% (HPLC)	assay >99% (TLC)	assay ≥98.0% (HPLC)
solubility ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow (to Faint Brown)	solubility water: 50 mg/mL, clear, colorless to yellow	solubility ethanol: 50 mg/mL, clear, light yellow	solubility water: 100 mg/mL, clear to hazy
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

General description

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

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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

0000544070

0000535968

0000535977

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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)

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)

Fluorescence of Naphthol AS-MX is Readily Detectable in Dioxane Mixtures

Kindl ED, et al.

Matters, 5(5), e201905000003-e201905000003 (2019)

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)

Phorbol-12-myristate 13-acetate inhibits Nephronectin gene expression via Protein kinase C alpha and c-Jun/c-Fos transcription factors.

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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