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M8883

Sigma-Aldrich

4-Methylumbelliferyl phosphate

phosphatase substrate

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

description

phosphatase substrate

Quality Level

200

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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W Fang
The Journal of applied bacteriology, 80(6), 577-582 (1996-06-01)
A fluorimetric technique was compared with the plate counting method for quantification of viable cells of Staphylococcus aureus and Escherichia coli in the liquid medium. The fluorimetric assay measures the release of fluorogenic 4-methylumbelliferone (4-MU) from 4-methylumbelliferyl phosphate by the
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
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
Yuka Hama et al.
Nutrients, 12(10) (2020-10-18)
Although folate deficiency was reported to be associated with hyperhomocysteinemia, influence of folate supplementation on cognition remains controversial. Therefore, we explored the effects of folate supplementation on the cognition and Homocysteine (Hcy) level in relatively short periods in patients with
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
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