10609

Sigma-Aldrich

9-Anthracenecarbonyl cyanide

BioReagent, suitable for fluorescence, ≥98.5% (GC)

Synonym(s):
9-Anthroyl nitrile, α-Oxo-anthracene-9-acetonitrile
Empirical Formula (Hill Notation):
C16H9NO
CAS Number:
Molecular Weight:
231.25
Beilstein/REAXYS Number:
8145431
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

product line

BioReagent

assay

≥98.5% (GC)

mp

142-143 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
chloroform: soluble

fluorescence

λex 361 nm; λem 451 nm (after derivatization with ethanol)
λex 361 nm; λem 460 nm in methanol

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

O=C(C#N)c1c2ccccc2cc3ccccc13

InChI

1S/C16H9NO/c17-10-15(18)16-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)16/h1-9H

InChI key

FMKFDGUBVPIERQ-UHFFFAOYSA-N

Application

9-Anthroyl nitrile is a fluorescent reagent useful in the derivatization of glucocorticoids to aid their detection and separation using RP-HPLC with fluorescence detection. It forms fluorescent esters by reacting with primary the hydroxyl group at the position 21 of the carbon chain on the glucocorticoid .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

For derivatization of hydroxyl compounds for HPLC with fluorescence detection.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Supp Hazards

EUH029

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
D A Owensby et al.
The Journal of biological chemistry, 264(30), 18180-18187 (1989-10-25)
Hepatic parenchymal cells contribute to the clearance of circulating tissue-type plasminogen activator (t-PA) in vivo. The hepatocyte extracellular matrix is interposed between the endothelial-lined sinusoids and the parenchymal cell surface and thus may influence t-PA clearance. To test this hypothesis...
E Neufeld et al.
Journal of chromatography. B, Biomedical sciences and applications, 718(2), 273-277 (1998-12-05)
Corticosteroids containing a C21 primary hydroxyl group were derivatised with 9-anthroyl cyanide. The reagent was prepared as a solution in acetonitrile, containing 0.1% triethylamine, at a concentration of 2 mg/ml. Approximately 1 microg of corticosteroid was reacted with 100 microl...
J. Goto et al.
Analytica Chimica Acta, 147, 397-397 (1983)
Thomas J Nelson
Analytical biochemistry, 419(1), 40-45 (2011-08-30)
A new ultrasensitive fluorescent derivatization procedure for chromatographic analysis of primary, secondary, and nonpolar tertiary alcohols is described. The procedure uses Bodipy FL in basic dichloromethane solution with Mukaiyama's reagent (2-chloro-1-methylpyridinium iodide) to form highly fluorescent ester derivatives that can...
Y Saisho et al.
Analytical biochemistry, 252(1), 89-95 (1997-11-05)
A nonradioisotopic method has been developed for the determination of all-trans-farnesyl pyrophosphate (FPP), the common intermediate at the branch point of the biosynthesis of cholesterol and nonsterol end products, in dog and human plasma. FPP was cleaved to the parent...

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