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46123

Sigma-Aldrich

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide

suitable for fluorescence, ≥97.0% (TLC)

Synonym(s):

(6-Methoxyquinolinio)acetic acid ethyl ester bromide, MQAE

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About This Item

Empirical Formula (Hill Notation):
C14H16BrNO3
CAS Number:
162558-52-3
Molecular Weight:
326.19
MDL number:
MFCD00467854
UNSPSC Code:
12352106
PubChem Substance ID:
329757076
NACRES:
NA.32

Quality Level

100

Assay

≥97.0% (TLC)

form

solid

mp

177-179 °C (lit.)

solubility

DMSO: soluble
H2O: soluble
methanol: soluble

fluorescence

λex 350 nm; λem 460 nm in 0.1 M borate pH 8.0 (quenching with Cl-)

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

[Br-].CCOC(=O)C[n+]1cccc2cc(OC)ccc12

InChI

1S/C14H16NO3.BrH/c1-3-18-14(16)10-15-8-4-5-11-9-12(17-2)6-7-13(11)15;/h4-9H,3,10H2,1-2H3;1H/q+1;/p-1

InChI key

DSLLHVISNOIYHR-UHFFFAOYSA-M

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Application

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide, a fluorescent chloride indicator dye, may be used to measure intracellular and extracellular chloride concentrations.

Other Notes

Improved chloride probe. Used to measure chloride transport in liposome membranes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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Tamer Coskun et al.
American journal of physiology. Gastrointestinal and liver physiology, 283(5), G1147-G1155 (2002-10-17)
Gastric secretion of hydrochloric acid requires protons and chloride, yet the mechanisms and regulation of gastric chloride secretion remain unclear. We developed an in vivo technique to simultaneously measure acid/base and chloride secretion into the gastric lumen of anesthetized rats.
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Annals of surgery, 254(6), 957-963 (2011-05-13)
Mucosal hypoxia is a common endpoint for many pathological processes including ischemic colitis, colonic obstruction and anastomotic failure. Previous studies suggest that hypoxia modulates colonic mucosal function through inhibition of chloride secretion. However, the molecular mechanisms underlying this observation are
A S Verkman et al.
Analytical biochemistry, 178(2), 355-361 (1989-05-01)
A class of N-substituted quinoline compounds has been introduced recently for the fluorescence measurement of Cl concentration in biological preparations. The most Cl-sensitive compound was 6-methoxy-N-[3-sulfopropyl] quinolinium with peak excitation and emission wavelengths of 350 and 442 nm and a
Verena Keitel et al.
Hepatology (Baltimore, Md.), 50(3), 861-870 (2009-07-08)
TGR5 (Gpbar-1) is a plasma membrane-bound, G protein-coupled receptor for bile acids. TGR5 messenger RNA (mRNA) has been detected in many tissues, including rat cholangiocytes and mouse gallbladder. A role for TGR5 in gallstone formation has been suggested, because TGR5
Héctor I Rocha-González et al.
Journal of neurophysiology, 100(1), 169-184 (2008-04-04)
Adult primary afferent neurons are depolarized by GABA throughout their entire surface, including their somata located in dorsal root ganglia (DRG). Primary afferent depolarization (PAD) mediated by GABA released from spinal interneurons determines presynaptic inhibition, a key mechanism in somatosensory
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