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D1821

Sigma-Aldrich

DAF-FM

≥98% (HPLC)

Synonym(s):

4-Amino-5-methylamino-2′,7′-difluorescein, Diaminofluorescein-FM

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About This Item

Empirical Formula (Hill Notation):
C21H14F2N2O5
CAS Number:
254109-20-1
Molecular Weight:
412.34
UNSPSC Code:
12352204
PubChem Substance ID:
329798711
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to brown

solubility

DMSO: >1 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H14F2N2O5/c1-25-13-3-2-8-18(19(13)24)20(28)30-21(8)9-4-11(22)14(26)6-16(9)29-17-7-15(27)12(23)5-10(17)21/h2-7,25-27H,24H2,1H3

InChI key

DIJCILWNOLHJCG-UHFFFAOYSA-N

Application

DAF-FM has been used in the visualization of nitric oxide (NO) in root sections of wheat seedlings. It has also been used to label neural crest (NC) cells.

Biochem/physiol Actions

DAF-FM is a highly sensitive, photo-stable fluorescent probe for the detection of nitric oxide (NO). DAF-2 is the original compound and is widely used, but DAF-FM is more sensitive to nitric oxide (NO) compared with DAF-2. DAF-FM is more photo-stable and less pH sensitive than DAF-2. DAF-FM is not quite as cell-permeable as the diacetate derivative, DAF-FM, but it does not need to be activated by cytosolic enzymes.

Caution

hygroscopic

Preparation Note

Color variation within the range from white to brown does not change performance.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Visualization of Nitric Oxide, Measurement of Nitrosothiols Content, Activity of NOS and NR in Wheat Seedlings
Adavi SB, et al.
Bio-protocol, 9(20) (2019)
Judy Choi et al.
Environmental health perspectives, 118(5), 589-595 (2010-05-05)
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Placenta, 86, 35-44 (2019-07-28)
Pregestational maternal obesity (PGMO) associates with foetoplacental vascular endothelial dysfunction and higher risk for insulin resistance in the neonate. We characterised the PGMO consequences on the insulin response of the human foetoplacental vasculature. Umbilical veins were from pregnancies where the
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Cell death & disease, 8(8), e3004-e3004 (2017-08-18)
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