Indo 1-AM

SKU: I0019

Category: Fluorescent Detection

Synonyms: Indo-1-(acetoxymethyl) ester , 4-(6-Carboxy-2-indolyl)-4'-methyl-2,2'-(ethylenedioxy)dianiline-N,N,N',N'-tetraacetic acid tetrakis(acetoxymethyl) ester; 112926-02-0
CAS-Number: C₄₇H₅₁N₃O₂₂
Molecular Formula: 1009.93
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥90% (HPLC)
Appearance: Off-white solid
Purity 2: ≥90% (TLC)

Properties

Solvents: DMSO, methanol

Long Term Storage: -20°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Short Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: INDO 1/AM is a popular non-invasive UV-excitable calcium indicator. It is the cell-permeable ester derivative of INDO 1. After crossing the cell membrane, INDO 1/AM is rapidly hydrolyzed by cytoplasmic esterases to produce the ratiometric fluorescent calcium indicator INDO 1, which remains trapped within the cell. INDO 1/AM has been used to selectively monitor Ca2+ levels in mitochondria and in the cytosol. INDO 1 is ideal for analyses using flow cytometry, as it uses a single excitation source (usually the 351-364nm spectral lines of the argon-ion laser). In contrast to FURA 1, INDO 1 has a dual emission peak. The emission of INDO 1 shifts to 400nm (when bound to Ca2+) from 480nm in Ca2+-free environments. INDO 1 is prone to photobleaching, which limits its usefulness in methods involving microscopy. Calcium measurement is critical for numerous biological investigations. Fluorescent probes that show spectral responses upon binding Ca2+ have enabled researchers to investigate changes in intracellular free Ca2+ concentrations by using fluorescence microscopy, flow cytometry, fluorescence spectroscopy and fluorescence microplate readers. Spectral Data: λex 330nm, λem 450nm (with Calcium), λex 356nm, λem 478nm in methanol.
InChi: 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
References: (1) G. Grynkiewicz, et al., J. Biol. Chem. 260, 3440 (1985) , (2) M. Lopez, et al., Cytometry 10, 165 (1989) , (3) J.P. Grierson, et al., J. Neurophysiol. 67, 704 (1992) , (4) E.J. Griffiths, et al., Am. J. Physiol. 273, C37 (1997) , (5) R.M. Paredes, et al., Meth. A Comp. Meth. Enzymol. 46, 143 (2008) , (6) Z. Zhou, et al., J. Physiol. 507, 379 (1998) , (7) S. Bailey & P.J. Macardle, J. Immunol. Meth. 311, 220 (2006) , (8) A. Nelemans, Methods Mol. Biol. 312, 47 (2006) , (9) R.W. Sabnis, Handbook of biological dyes and stains (2010)
InChi Key: CAWBRCOBJNWRLK-UHFFFAOYSA-N
Smiles: CC1=CC(OCCOC2=CC(C3=CC(C=CC(C(OCOC(C)=O)=O)=C4)=C4N3)=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=C1

INDO 1/AM is a popular non-invasive UV-excitable calcium indicator. It is the cell-permeable ester derivative of INDO 1. After crossing the cell membrane, INDO 1/AM is rapidly hydrolyzed by cytoplasmic esterases to produce the ratiometric fluorescent calcium indicator INDO 1, which remains trapped within the cell. INDO 1/AM has been used to selectively monitor Ca2+ levels in mitochondria and in the cytosol. INDO 1 is ideal for analyses using flow cytometry, as it uses a single excitation source (usually the 351-364nm spectral lines of the argon-ion laser). In contrast to FURA 1, INDO 1 has a dual emission peak. The emission of INDO 1 shifts to 400nm (when bound to Ca2+) from 480nm in Ca2+-free environments. INDO 1 is prone to photobleaching, which limits its usefulness in methods involving microscopy. Calcium measurement is critical for numerous biological investigations. Fluorescent probes that show spectral responses upon binding Ca2+ have enabled researchers to investigate changes in intracellular free Ca2+ concentrations by using fluorescence microscopy, flow cytometry, fluorescence spectroscopy and fluorescence microplate readers. Spectral Data: λex 330nm, λem 450nm (with Calcium), λex 356nm, λem 478nm in methanol.

Artikelnummer: I0019 Kategorie: Fluorescent Detection

Zusätzliche Information

Zusätzliche Information

Synonyms	Indo-1-(acetoxymethyl) ester, 4-(6-Carboxy-2-indolyl)-4'-methyl-2,2'-(ethylenedioxy)dianiline-N,N,N',N'-tetraacetic acid tetrakis(acetoxymethyl) ester
Purity	≥90% (HPLC)
Appearance	Off-white solid
CAS-Number	112926-02-0
Molecular Formula	C47H51N3O22
Molecular Weight	1009.93
Solvents	DMSO, methanol
Smiles	CC1=CC(OCCOC2=CC(C3=CC(C=CC(C(OCOC(C)=O)=O)=C4)=C4N3)=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)=C(N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=C1
InChi Key	CAWBRCOBJNWRLK-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) G. Grynkiewicz, et al., J. Biol. Chem. 260, 3440 (1985), (2) M. Lopez, et al., Cytometry 10, 165 (1989), (3) J.P. Grierson, et al., J. Neurophysiol. 67, 704 (1992), (4) E.J. Griffiths, et al., Am. J. Physiol. 273, C37 (1997), (5) R.M. Paredes, et al., Meth. A Comp. Meth. Enzymol. 46, 143 (2008), (6) Z. Zhou, et al., J. Physiol. 507, 379 (1998), (7) S. Bailey & P.J. Macardle, J. Immunol. Meth. 311, 220 (2006), (8) A. Nelemans, Methods Mol. Biol. 312, 47 (2006), (9) R.W. Sabnis, Handbook of biological dyes and stains (2010)
InChi	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
Quantity	1 mg, Bulk
cdx-Purity 2	≥90% (TLC)