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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:
Molecular Weight:
256.15
Beilstein:
1687229
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Methylumbelliferyl phosphate, phosphatase substrate

description

phosphatase substrate

Quality Level

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.

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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Biochimica et biophysica acta, 1631(2), 197-205 (2003-03-14)
The fluorescent organophosphorus esters, diethyl 4-methylumbelliferyl phosphate (1), ethyl hexyl 4-methylumbelliferyl phosphate (2) and ethyl 4-methylumbelliferyl heptylphosphonate (3) have been synthesized and evaluated as a sensitive active-site titrant of lipase. The phosphorus esters 1, 2 and 3 inactivated the lipase
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