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40843

1,2-Bis(2-amino-5-fluorophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester

≥97.0% (HPLC)

Synonym(s):

5,5′-Difluoro-BAPTA-AM

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About This Item

Empirical Formula (Hill Notation):
C34H38F2N2O18
CAS Number:
128255-42-5
Molecular Weight:
800.66
PubChem Substance ID:
57650030
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
8181644
MDL number:
MFCD00467468
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assay

≥97.0% (HPLC)

storage temp.

−20°C

SMILES string

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccc(F)cc1OCCOc2cc(F)ccc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O

InChI

1S/C34H38F2N2O18/c1-21(39)49-17-53-31(43)13-37(14-32(44)54-18-50-22(2)40)27-7-5-25(35)11-29(27)47-9-10-48-30-12-26(36)6-8-28(30)38(15-33(45)55-19-51-23(3)41)16-34(46)56-20-52-24(4)42/h5-8,11-12H,9-10,13-20H2,1-4H3

InChI key

ZXXWTKAFGAXGHZ-UHFFFAOYSA-N

Application

1,2-Bis(2-amino-5-fluorophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester (5,5′-Difluoro-BAPTA-AM, 5FBAPTA-AM), a calcium chelator, may be used to modulate calcium levels and flow within cells to study calcium homeostasis and cell signaling.

Other Notes

19F-NMR calcium indicator

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ3707
BCBJ1967V
BCBG5784V
436736/1
1275139

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Articles

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感应染料

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G A Smith et al.
Proceedings of the National Academy of Sciences of the United States of America, 80(23), 7178-7182 (1983-12-01)
Symmetrically substituted difluoro derivatives of 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (nFBAPTA) show large 19F NMR chemical shifts on chelating divalent cations. The complexes of Ca2+ with 4FBAPTA and 5FBAPTA show fast and slow exchange behavior, respectively, and the chemical shift or the areas
E Marban et al.
Circulation research, 66(5), 1255-1267 (1990-05-01)
Calcium has been implicated as a mediator of cell injury in ischemia and reperfusion, but direct measurements of Ca2+ are required to refine this idea. We used nuclear magnetic resonance spectroscopy and the Ca2+ indicator 5F-BAPTA to measure [Ca2+]i in
Jiao Zhang et al.
Development, growth & differentiation, 53(5), 679-696 (2011-06-16)
During the early blastula period of zebrafish embryos, the outermost blastomeres begin to undergo a significant thinning in the apical/basolateral dimension to form the first distinct cellular domain of the embryo, the enveloping layer (EVL). During this shape transformation, only
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