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M8883

Sigma-Aldrich

4-Methylumbelliferyl phosphate

phosphatase substrate, fluorogenic, ≥98% (HPLC), powder

Synonym(s):

4-Methylumbelliferyl-phosphoric acid

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About This Item

Empirical Formula (Hill Notation):
C10H9O6P
CAS Number:
3368-04-5
Molecular Weight:
256.15
Beilstein:
1687229
EC Number:
222-137-7
MDL number:
MFCD00016969
UNSPSC Code:
12352204
PubChem Substance ID:
24897292
NACRES:
NA.32

product name

4-Methylumbelliferyl phosphate, phosphatase substrate

description

phosphatase substrate

Assay

≥98% (HPLC)

form

powder

solubility

water: 25 mg/mL, clear to very slightly hazy, colorless

fluorescence

λex 319 nm; λem 384 nm (pH 9.1)
λex 360 nm; λem 449 nm (Reaction product)

storage temp.

−20°C

SMILES string

CC1=CC(=O)Oc2cc(OP(O)(O)=O)ccc12

InChI

1S/C10H9O6P/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14/h2-5H,1H3,(H2,12,13,14)

InChI key

BCHIXGBGRHLSBE-UHFFFAOYSA-N

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Application

4-Methylumbelliferyl phosphate has been used as a substrate for alkaline phosphatase in the peptide-binding assay. It has also been used as a fluorogenic substrate in enzyme-linked immunosorbent assay (ELISA).

Biochem/physiol Actions

4-Methylumbelliferyl phosphate serves as a fluorogenic substrate for calmodulin-dependent protein phosphatase and in kinetic studies of alkaline phosphatase. It is a substrate for alkaline phosphatase in enzyme-linked immunosorbent assay (ELISA) procedures. 4-Methylumbelliferyl phosphate is seven times more sensitive than phenolphthalein monophosphate and 8-13 times more sensitive than with p-nitrophenyl phosphate when used in enzyme immunoassays for the detection of antibodies to human immunodeficiency viruses.

Substrates

Fluorogenic substrate for phosphatases.

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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T J Browning et al.
Nature communications, 8, 15465-15465 (2017-05-20)
In certain regions of the predominantly nitrogen limited ocean, microbes can become co-limited by phosphorus. Within such regions, a proportion of the dissolved organic phosphorus pool can be accessed by microbes employing a variety of alkaline phosphatase (APase) enzymes. In
Francesca Bertolini et al.
Journal of pharmaceutical sciences, 96(11), 2931-2944 (2007-08-21)
Oxidative damage to proteins, implicated amongst other in the etiology and progression of Parkinson's disease (PD) and Alzheimer's disease (AD), results in the loss of specific biological protein function. A simple, sensitive, and cost-effective fluorimetric test to assess the antioxidant
S A Rankin et al.
Journal of dairy science, 93(12), 5538-5551 (2010-11-26)
Standard practices for indirectly assessing the pasteurization status of milk products are primarily based on the thermal inactivation kinetics of the endogenous milk enzyme, alkaline phosphatase (ALP). This assessment provides an invaluable, if not required, tool for both regulatory and
Laurent Gilardin et al.
Haematologica, 102(11), 1833-1841 (2017-07-29)
Acquired thrombotic thrombocytopenic purpura is a rare and severe disease characterized by auto-antibodies directed against "A Disintegrin And Metalloproteinase with Thrombospondin type 1 repeats, 13
N Bouaícha et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 40(11), 1677-1683 (2002-08-15)
Protein phosphatase inhibition assays currently used for the detection of cyanobacterial peptide hepatotoxins in drinking water require an enrichment step using C18 cartridges to achieve lower the detection limit. This paper describes a colorimetric and fluorometric protein phosphatase inhibition method
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