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N4875

Sigma-Aldrich

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
Beilstein:
6664873
EC Number:
216-480-1
MDL number:
MFCD00042711
UNSPSC Code:
12352204
PubChem Substance ID:
24897714
NACRES:
NA.83

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

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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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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

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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Fluorescence of Naphthol AS-MX is Readily Detectable in Dioxane Mixtures
Kindl ED, et al.
Matters, 5(5), e201905000003-e201905000003 (2019)
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)
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)
Yongxin Ren et al.
PloS one, 6(7), e23060-e23060 (2011-08-11)
Although the capacity of exogenous PTH1-34 to enhance the rate of bone repair is well established in animal models, our understanding of the mechanism(s) whereby PTH induces an anabolic response during skeletal repair remains limited. Furthermore it is unknown whether
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