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D1946

Sigma-Aldrich

DAF-FM DA

≥98% (HPLC), NO detector, film

Synonym(s):

4-Amino-5-(N-methylamino)-3′,6′-bis(acetyloxy)-2′,7′-difluoro-spiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3-one, Diaminofluorescein-FM diacetate

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About This Item

Empirical Formula (Hill Notation):
C25H18F2N2O7
CAS Number:
Molecular Weight:
496.42
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Product Name

DAF-FM DA, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

film

storage condition

desiccated

color

colorless to yellow

fluorescence

λex 500 nm; λem 515 nm in DMSO

shipped in

wet ice

storage temp.

−20°C

SMILES string

CNc1ccc2c(c1N)C(=O)OC23c4cc(F)c(OC(C)=O)cc4Oc5cc(OC(C)=O)c(F)cc35

InChI

1S/C25H18F2N2O7/c1-10(30)33-20-8-18-13(6-15(20)26)25(12-4-5-17(29-3)23(28)22(12)24(32)36-25)14-7-16(27)21(34-11(2)31)9-19(14)35-18/h4-9,29H,28H2,1-3H3

InChI key

BEVHTVRRVVEMEF-UHFFFAOYSA-N

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1 of 4

This Item
D1821D2196D2321
form

film

form

powder

form

DMSO solution

form

DMSO solution

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥97% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated, protect from light

color

colorless to yellow

color

white to brown

color

colorless to yellow, including pink

color

clear colorless

Application

DAF-FM DA has been used to measure the nitric oxide (NO) levels in liver tissue homogenates.[1] It has also been used in NO staining for detection of NO from human umbilical vein endothelial cells (HUVECs).[2][3]

Biochem/physiol Actions

DAF-FM DA is a cell-permeable fluorescent probe for the detection of nitric oxide (NO).
DAF-FM DA is a cell-permeable fluorescent probe for the detection of nitric oxide (NO). DAF-2 is the original compound and is widely used, but DAF-FM and DAF-FM DA are more sensitive to nitric oxide (NO) compared with DAF-2 and more photo-stable and less pH sensitive. DAF-FM DA permeates well into living cells and is rapidly transformed into water-soluble DAF-FM by cytosolic esterases.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Hygroscopic

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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To cope with iron (Fe) deficiency, plants have evolved a wide range of adaptive responses from changes in morphology to altered physiological responses. Recent studies have demonstrated that nitric oxide (NO) is involved in the Fe-deficiency response through hormonal signaling
Markus Schlicht et al.
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Powdery mildews are a diverse group of pathogenic fungi that can infect a large number of plant species, including many economically important crops. However, basic and applied research on these devastating diseases has been hampered by the obligate biotrophic lifestyle
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Journal of experimental botany, 63(8), 3127-3136 (2012-03-02)
Nitrogen (N) management is a promising agronomic strategy to minimize cadmium (Cd) contamination in crops. However, it is unclear how N affects Cd uptake by plants. Wild-type and iron uptake-inefficient tomato (Solanum lycopersicum) mutant (T3238fer) plants were grown in pH-buffered
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Clinical hemorheology and microcirculation, 71(2), 203-214 (2018-12-26)
Red blood cells (RBC) are exposed to varying shear stress while traversing the circulatory system; this shear initiates RBC-derived nitric oxide (NO) production. The current study investigated the effect of varying shear stress dose on RBC-derived NO production. Separated RBC

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