46123

Sigma-Aldrich

1-(Ethoxycarbonylmethyl)-6-methoxyquinolinium bromide

suitable for fluorescence, ≥97.0% (TLC)

Synonym(s):
MQAE, (6-Methoxyquinolinio)acetic acid ethyl ester bromide
Empirical Formula (Hill Notation):
C14H16BrNO3
CAS Number:
Molecular Weight:
326.19
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

≥97.0% (TLC)

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)Cn+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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

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
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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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...
Danielle Collins et al.
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...
Héctor I Rocha-González et al.
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