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64958

Sigma-Aldrich

2-Methoxy-2,4-diphenyl-3(2H)-furanone

suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

2,4-Diphenyl-2-methoxy-3(2H)-furanone, MDPF

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About This Item

Empirical Formula (Hill Notation):
C17H14O3
CAS Number:
50632-57-0
Molecular Weight:
266.29
Beilstein:
1288529
MDL number:
MFCD00036834
UNSPSC Code:
12352200
PubChem Substance ID:
329760016
NACRES:
NA.32

Quality Level

100

Assay

≥98.0% (HPLC)

form

solid

fluorescence

λex 384 nm; λem 472 nm in acetonitrile (after derivatization with hexylamine)

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

COC1(OC=C(C1=O)c2ccccc2)c3ccccc3

InChI

1S/C17H14O3/c1-19-17(14-10-6-3-7-11-14)16(18)15(12-20-17)13-8-4-2-5-9-13/h2-12H,1H3

InChI key

BLWINLJDTOJSRU-UHFFFAOYSA-N

Application

2-Methoxy-2,4-diphenyl-3(2H)-furanone (MDPF) is used as a fluorescence reagent to derivatize primary and secondary amines on molecules such as proteins. MDPF derivatized molecules can be detected during analytical and separation procedures including chromatography, electrophoresis and zymography.

Other Notes

Reagent for the derivatization of primary and secondary amines for HPLC; highly fluorescent derivatives are formed; Pre-column derivatization of amines; Fluorescent labeling of proteins before SDS-PAGE

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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Pablo Castro-Hartmann et al.
Electrophoresis, 25(15), 2501-2505 (2004-08-10)
The high-energy intermediates generated in the reaction of bis(2,4,6-trichlorophenyl)oxalate (TCPO) with H2O2 can excite electronically different fluorophores with a high quantum yield in organic solvents. We have previously applied this peroxyoxalate chemiluminescent reaction to the detection of proteins labeled with
F J Alba et al.
Electrophoresis, 18(11), 1960-1966 (1998-01-07)
We have studied the light emission efficiency of proteins labeled with different fluorescent dyes chemically excited by the bis(2,4,6-trichlorophenyl)oxalate (TCPO)-H2O2 reaction. Using this peroxyoxalate chemiluminescence system, the best results were obtained with proteins covalently labeled with 2-methoxy-2,4-diphenyl-3(2H)-furanone (MDPF). Blotted proteins
M Hengstschläger et al.
Cytometry, 14(1), 39-45 (1993-01-01)
Thymidine kinase is a key enzyme for the application of drugs in chemotherapy and for diagnosis. Although of great interest, its regulation during cell cycle and differentiation is difficult to study, as current techniques for isolation of cells in different
J C Stockert et al.
Blood cells, 19(2), 423-430 (1993-01-01)
The fluorogenic reagent MDPF forms highly fluorescent products specifically with primary amino groups (e.g., from lysine). Although widely used in analytical biochemistry, MDPF has infrequently been employed in cytochemical techniques for proteins. In this work, we describe the application of
S. Stein
Pept. Neurobiol., 9-9 (1977)
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