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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
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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8742V
MKCF1669
MKCC4756
MKCC1633
MKBZ4230V

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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)
H Wang et al.
British journal of pharmacology, 131(3), 638-644 (2000-10-04)
The role of Na(+)/H(+) exchange in endothelin-1 (ET-1)-induced increases in Ca(2+) transients and cell shortening was studied in rabbit ventricular myocytes loaded with indo-1/AM. Selective inhibitors of Na(+)/H(+) exchange HOE642 (4-isopropyl-3-methyl-sulphonylbenzoyl guanidine methanesulphonate) and KB-R9032 (N-(4-isopropyl-2,2-dimethyl-3-oxo-3, 4-dihydro-2H-benzo-[1,4]oxazine-6-carbonyl) guanidine methanesulphonate) were
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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