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22640

Sigma-Aldrich

Quinine hemisulfate salt monohydrate

BioReagent, suitable for fluorescence, 99.0-101.0%

Synonym(s):

Quinine sulfate (2:1) (salt) dihydrate

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O2 · 0.5H2O4S · H2O
CAS Number:
Molecular Weight:
391.47
Beilstein:
6113937
MDL number:
UNSPSC Code:
12352210
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Quality Level

Assay

99.0-101.0%

mp

~225 °C (dec.) (lit.)

fluorescence

λex 347 nm; λem 448 nm in 0.5 M sulfuric acid

suitability

suitable for fluorescence

antibiotic activity spectrum

parasites

Mode of action

enzyme | inhibits

SMILES string

O.O.OS(O)(=O)=O.COc1ccc2nccc([C@@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1.COc5ccc6nccc([C@@H](O)C7CC8CCN7C[C@@H]8C=C)c6c5

InChI

1S/2C20H24N2O2.H2O4S.2H2O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);2*1H2/t2*13-,14-,19-,20+;;;/m00.../s1

InChI key

ZHNFLHYOFXQIOW-LPYZJUEESA-N

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General description

Quinine hemisulfate salt monohydrate is a naturally occurring well known fluorescent standard material. Quinine hemisulfate salt monohydrate or QSM has a fluorescence lifetime between 1.0 to 3.0 ns.

Application

Quinine hemisulfate salt monohydrate is used for indirect photometric detection of polyamines in biological samples. It is suitable for studying metabolism of bio crystalized heme, hemozoin, in malarial parasites and to study the toxicity of heme (FP)-complexes.

Biochem/physiol Actions

Potassium channel blocker. Antimalarial, anticholinergic, antihypertensive, and hypoglycemic agent; alkaloid originally isolated from the Cinchona family of South American trees. Inhibits mitochondrial ATP-regulated potassium channel. Used to study the metabolism of biocrystalized heme, hemozoin, in malarial parasites and to study the toxicity of heme (FP)-complexes.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Elaine B Bohórquez et al.
Malaria journal, 11, 350-350 (2012-10-24)
The naturally fluorescent compound quinine has long been used to treat malaria infections. Although some evidence suggests that quinine acts in the parasite food vacuole, the mechanism of action of quinine has not yet been resolved. The Plasmodium falciparum multidrug
Kira Behm et al.
Dalton transactions (Cambridge, England : 2003), 46(33), 10867-10875 (2017-08-02)
The synthesis, characterization, and fluorescence spectroscopy of E(C
Y Ma et al.
Journal of chromatography, 608(1-2), 93-96 (1992-09-11)
A rapid separation of polyamines and some related amino acids in cultured tumor cells by high-performance capillary zone electrophoresis with indirect photometric detection is demonstrated. 60 cm x 75 microns I.D. fused-silica capillary was used for the separation and quinine
S D Pack et al.
Optics letters, 23(15), 1215-1217 (2007-12-19)
We report on a novel laser-induced fluorescence triple-integration method (LIFTIME) that is capable of making rapid, continuous fluorescence lifetime measurements by a unique photon-counting technique. The LIFTIME has been convolved with picosecond time-resolved laser-induced fluorescence, which employs a high-repetition-rate mode-locked
F G Welsch et al.
ACS combinatorial science, 13(5), 518-529 (2011-08-13)
We describe here the results of a high throughput screening study for direct methanol fuel cell (DMFC) anode catalysts consisting of new elemental combinations with an optical high-throughput screening method, which allows the quantitative evaluation of the electrochemical activity of

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