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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/REAXYS Number:
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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Emna Hannachi et al.
Biotechnology reports (Amsterdam, Netherlands), 23, e00360-e00360 (2019-07-26)
The purpose of this study was to implement a fluorometric method for enhancing the detection sensitivity of Toxoplasma gondii in biological fluids. To address this challenge, we designed and produced a recombinant immunoconjugate tool based on a single-chain antibody fragment
Andréa Toma et al.
Diabetes, 58(2), 394-402 (2008-11-18)
A restricted region of proinsulin located in the B chain and adjacent region of C-peptide has been shown to contain numerous candidate epitopes recognized by CD8(+) T-cells. Our objective is to characterize HLA class I-restricted epitopes located within the preproinsulin
Ryota Fujii et al.
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
Maya Heath et al.
JAMA network open, 2(11), e1914996-e1914996 (2019-11-09)
Necrotizing enterocolitis (NEC) in preterm infants is an often-fatal gastrointestinal tract emergency. A robust NEC biomarker that is not confounded by sepsis could improve bedside management, lead to lower morbidity and mortality, and permit patient selection in randomized clinical trials
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
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