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I3261

Sigma-Aldrich

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:
112926-02-0
Molecular Weight:
1009.91
MDL number:
MFCD00036955
UNSPSC Code:
12171500
PubChem Substance ID:
24896026

Product Name

Indo 1-AM, ~95% (HPLC)

assay

~95% (HPLC)

Quality Level

100

fluorescence

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

storage temp.

−20°C

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

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

InChI key

CAWBRCOBJNWRLK-UHFFFAOYSA-N

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8742V
MKCF1669
MKCC4756
MKCC1633
MKBZ4230V

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CD2 sets quantitative thresholds in T cell activation.
Bachmann MF
The Journal of Experimental Medicine, 190, 1383-1383 (1999)
Methods in Cellular Imaging, Methods in Physiology (2013)
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)
J H Schreur et al.
Biophysical journal, 70(6), 2571-2580 (1996-06-01)
Assessment of free cytosolic [Ca2+] ([Ca2+]c) using the acetoxymethyl ester (AM) form of indo-1 may be compromised by loading of indo-1 into noncytosolic compartments, primarily mitochondria. To determine the fraction of noncytosolic fluorescence in whole hearts loaded with indo-1 AM
T Ivanics et al.
Pflugers Archiv : European journal of physiology, 440(2), 302-308 (2000-07-18)
Accumulation of intracellular free calcium (Ca2+i) may play an essential role in the ischemia/reperfusion injury of skeletal muscle. Although it has been shown that Ca2+i levels significantly increase during ischemia/reperfusion, it is still a matter of debate whether Ca2+i increases
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