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Merck
CN

I3261

Indo 1-AM

93 - 100% purity

Synonym(s):

4-(6-Carboxy-2-indolyl)-4′-methyl-2,2′-(ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester

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About This Item

Empirical Formula (Hill Notation):
C47H51N3O22
CAS Number:
Molecular Weight:
1009.91
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
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Product Name

Indo 1-AM, ~95% (HPLC)

InChI

1S/C47H51N3O22/c1-28-7-11-39(49(19-43(56)68-23-63-29(2)51)20-44(57)69-24-64-30(3)52)41(15-28)61-13-14-62-42-18-35(37-16-34-8-9-36(17-38(34)48-37)47(60)72-27-67-33(6)55)10-12-40(42)50(21-45(58)70-25-65-31(4)53)22-46(59)71-26-66-32(5)54/h7-12,15-18,48H,13-14,19-27H2,1-6H3

SMILES string

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccc(C)cc1OCCOc2cc(ccc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)-c3cc4ccc(cc4[nH]3)C(=O)OCOC(C)=O

InChI key

CAWBRCOBJNWRLK-UHFFFAOYSA-N

assay

~95% (HPLC)

fluorescence

λex 330 nm; λem 450 nm (with Calcium), λex 356 nm; λem 478 nm in methanol

storage temp.

−20°C

Quality Level

Application

Cell permeable fluorescent probe for Ca2+; lower affinity than FURA 2; gives a large shift in fluorescent emission from 482 nm to 398 nm upon Ca2+ binding.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Simultaneous recording of calcium transients and reactive oxygen intermediates of human polymorphonuclear granulocytes in response to formyl-Met-Leu-Phe and the environmental agent sulfite.
Grundler W
Cytometry, 40, 219-219 (2000)
Methods in Cellular Imaging, Methods in Physiology (2013)
CD2 sets quantitative thresholds in T cell activation.
Bachmann MF
The Journal of Experimental Medicine, 190, 1383-1383 (1999)
Volodymyr Nikolenko et al.
Nature methods, 4(11), 943-950 (2007-10-30)
We introduce an optical method to stimulate individual neurons in brain slices in any arbitrary spatiotemporal pattern, using two-photon uncaging of MNI-glutamate with beam multiplexing. This method has single-cell and three-dimensional precision. By sequentially stimulating up to a thousand potential
H Sun et al.
Circulation, 98(7), 719-727 (1998-08-26)
Transient atrial contractile dysfunction ("atrial stunning") follows conversion of atrial fibrillation (AF) to sinus rhythm and has significant clinical implications; however, the underlying mechanisms are poorly understood. We investigated the hypothesis that rapid atrial activation (as during AF) impairs cellular

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