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Merck
CN

Q4875

Quin 2-AM

≥90%

Synonym(s):

2-[(2-Amino-5-methylphenoxy)methyl]-6-methoxy-8-aminoquinoline-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl ester), 2-{[2-Bis(carboxymethyl)amino-5-methylphenoxy]-methyl}-6-methoxy-8-bis(carboxymethyl)aminoquinoline tetrakis(acetoxymethyl) ester

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About This Item

Empirical Formula (Hill Notation):
C38H43N3O18
CAS Number:
Molecular Weight:
829.76
PubChem Substance ID:
UNSPSC Code:
12171500
Beilstein/REAXYS Number:
8181991
MDL number:
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SMILES string

COc1cc(N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)c2nc(COc3cc(C)ccc3N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)ccc2c1

InChI

1S/C38H43N3O18/c1-23-7-10-31(40(14-34(46)56-19-52-24(2)42)15-35(47)57-20-53-25(3)43)33(11-23)51-18-29-9-8-28-12-30(50-6)13-32(38(28)39-29)41(16-36(48)58-21-54-26(4)44)17-37(49)59-22-55-27(5)45/h7-13H,14-22H2,1-6H3

InChI key

ANRZUBSJAOAXHS-UHFFFAOYSA-N

assay

≥90%

shipped in

dry ice

storage temp.

−20°C

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Application

Cell permeable fluorescent probe for Ca2+ that gives a large shift in the UV absorption spectrum and a 20-fold increase in fluorescence upon Ca2+ binding

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Marine de Marcken et al.
Science signaling, 12(605) (2019-10-31)
Human blood CD14+ monocytes are bone marrow-derived white blood cells that sense and respond to pathogens. Although innate immune activation by RNA viruses preferentially occurs through intracellular RIG-I-like receptors, other nucleic acid recognition receptors, such as Toll-like receptors (TLRs), play
S Oh-hashi et al.
Journal of human hypertension, 6(1), 71-74 (1992-02-01)
To investigate the role of cytosolic free calcium, [Ca2+]i, in secondary hypertension, the levels in platelets from 14 secondary hypertensives (7 renovascular hypertension, 7 primary aldosteronism) were compared with those from 21 essential hypertensives and 15 normotensives by means of
S C Tyagi et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 69(9), 624-629 (1991-09-01)
The polyanionic calcium chelators, ethylenediamine-tetraacetic acid (EDTA), ethylene-bis-(oxyethylenenitrilo)-tetraacetic acid (EGTA), [bis-(O-aminophenoxy)-ethane-N,N,N',N'-tetraacetic acid (BAPTA), 1-[2-amino-5-(6-carboxyindol-2-yl) phenoxyl]-2-(2'-amino-5'-methylphenoxy)ethane-N,N,N1, N1-tetraacetic acid (INDO-1), 1-[2-(5-carboxyoxazol-2yl)-6-phenoxyl]-2-(2'-amino-5'- methylphenoxy)ethane-N,N,N',N'-tetraacetic acid (FURA-2), and 2-([2-bis-(carboxymethyl)-amino-5-methylphenoxy]-methyl(-6-methyl-8- bis-(bis-(carboxymethyl)-aminoquinoline (QUIN-2), are all inhibitors of amidolytic activity of human neutrophil elastase (HNE). With MeOSuc-Ala-Ala-Pro-Val-pNA as
L Varecka et al.
General physiology and biophysics, 16(4), 339-357 (1998-05-22)
The mechanism by which K+ inhibits vanadate-induced 45Ca2+ influx by human red blood cells (RBC) was studied using several independent approaches. The following results were found: 1. The inhibitory effect of K+ was absent when RBC were loaded with a
B E Sandström
The Biochemical journal, 305 ( Pt 1), 181-185 (1995-01-01)
The cell-membrane-permeable calcium probe quin2 acetoxymethyl ester (quin2 AM) was ineffective, in comparison with o-phenanthroline, in protecting cells against H2O2-induced DNA single-strand breakage at H2O2 concentrations of about, and higher than, 0.5 mM. The present study shows that quin2 actually

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