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Key Documents

Safety Information

22620

Sigma-Aldrich

Quinine

suitable for fluorescence, anhydrous, ≥98.0% (dried material, NT)

Synonym(s):

6′-Methoxycinchonidine

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400 μL
CN¥1,636.44

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400 μL
CN¥1,636.44

About This Item

Empirical Formula (Hill Notation):
C20H24N2O2
CAS Number:
Molecular Weight:
324.42
Beilstein:
91867
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.32

CN¥1,636.44


Available to ship onApril 17, 2025Details


Request a Bulk Order

Assay

≥98.0% (dried material, NT)

form

powder

optical activity

[α]20/D −126±5°, c = 1% in chloroform

impurities

≤5% dihydroquinine (HPLC)

loss

≤1% loss on drying, 110 °C

mp

173-175 °C (lit.)

solubility

H2O: soluble

fluorescence

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

suitability

suitable for fluorescence

SMILES string

COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1

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1 of 4

This Item
110514820011114095700111051458001
ATP Lithium salt

11140965001

ATP

dTTP Lithium salt

11051482001

dTTP

GTP =98% (HPLC), solution, pkg of 400 μL (100 mM; 40 μmol)

11140957001

GTP

dCTP =98%, solution, 100 mM, suitable for DNA sequencing, suitable for DNA amplification

11051458001

dCTP

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

assay

97% (HPLC)

assay

≥98%

assay

98% (HPLC)

assay

98%

form

solution

form

solution

form

solution

form

solution

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

concentration

100 mM

concentration

100 mM

concentration

-

concentration

100 mM

General description

Quinine, also known as 6′-Methoxycinchonidine is a fluorescent reagent. The quantum yield of Quinine is 23% higher at 390 mµ excitation wavelength than at 313 mµ. The fluorescence polarization in the emission band of quinine in a rigid medium arises from two singlet states simultaneously. The emission spectra of quinine or 6-methoxyquinoline shifts towards the red zone when excited at 390 mµ.[1]

Application

Quinine was used in the following processes:

  • To study its in vitro antimalarial activity in combination with omeprazole.[2]
  • To analyze its effect on viscosity and friction of saliva.[3]
  • As a test agent to study its impact on the accumulation of the fluorescent P-glycoprotein (Pgp) substrates in P-glycoprotein overexpressing breast cancer cells.[4]
  • To study its influence on the pyramidal cell intrinsic properties, extracellular potassium transients, and epileptiform activity in vitro.[5]
  • As a reference compound to identify alkaloids by phytochemical screening of Deianira erubescens, Strychnos pseudoquina and Remijia ferruginea plants.[6]

Biochem/physiol Actions

Potassium channel blocker

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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    A.A. Smaardijk et al.
    The Journal of Organic Chemistry, 52, 135-135 (1987)
    Przemysław J Boratyński
    Molecular diversity, 19(2), 385-422 (2015-01-15)
    Nature is full of dimeric alkaloids of various types from many plant families, some of them with interesting biological properties. However, dimeric Cinchona alkaloids were not isolated from any species but were products of designed partial chemical synthesis. Although the
    Some characteristics of the fluorescence of quinine.
    R F Chen
    Analytical biochemistry, 19(2), 374-387 (1967-05-01)
    T Skinner-Adams et al.
    Antimicrobial agents and chemotherapy, 43(5), 1304-1306 (1999-05-01)
    Previous studies have shown that the proton pump inhibitor omeprazole has antimalarial activity in vitro. The interactions of omeprazole with commonly used antimalarial drugs were assessed in vitro. Omeprazole and quinine combinations were synergistic; however, chloroquine and omeprazole combinations were
    M Bikson et al.
    Neuroscience, 115(1), 251-261 (2002-10-29)
    The effect of quinine on pyramidal cell intrinsic properties, extracellular potassium transients, and epileptiform activity was studied in vitro using the rat hippocampal slice preparation. Quinine enhanced excitatory post-synaptic potentials and decreased fast- and slow-inhibitory post-synaptic potentials. Quinine reduced the

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