Indo-1 AM, fluorescent Ca2+ indicator

Key facts

CAS number

112926-02-0

Purity

>95%

Form

Solid

form

Molecular weight

1009.9 Da

Molecular formula

C₄₇H₅₁N₃O₂₂

PubChem

123918

Nature

Synthetic

Solubility

Soluble in DMSO

Biochemical name

Indo-1 pentaacetoxymethyl ester

Biological description

Cell-permeable, ratiometric, fluorescent Ca2+ indicator. Binds to Ca2+ with high affinity (Kd = 230 nM). Fluoresces blue/violet and fluorescence increases upon Ca2+ binding. Cell-impermeable form, Indo 1 K+ salt (ab142779) also available. Emission and excitation shifts from 475 to 401 nm and 346 to 330 nm respectively depending on Ca2+ binding.

Canonical smiles

CC1=CC(=C(C=C1)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)OCCOC2=C(C=CC(=C2)C3=CC4=C(N3)C=C(C=C4)C(=O)OCOC(=O)C)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

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

InChiKey

CAWBRCOBJNWRLK-UHFFFAOYSA-N

IUPAC Name

acetyloxymethyl 2-[4-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]-3-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]-5-methylphenoxy]ethoxy]phenyl]-1H-indole-6-carboxylate