IBTP ((4-Iodobutyl)triphenylphosphonium), mitochondrial thiol-specific cationic alkylation reagent

Key facts

CAS number

159085-21-9

Purity

>98%

Form

Solid

form

Molecular weight

572.2 Da

Molecular formula

C₂₂H₂₃I₂P

PubChem

16760509

Nature

Synthetic

Solubility

Soluble in ethanol to 50 mM

Soluble in DMSO to 100 mM

Biochemical name

(4-Iodobutyl)(triphenyl)phosphanium iodide

Biological description

Mitochondrial thiol-specific cationic alkylation reagent. Selective uptake into mitochondria leads to specific labelling of mitochondrial thiols. Can be used to identify thiol redox state. Cell-permeable.

Canonical smiles

C1=CC=C(C=C1)[P+](CCCCI)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]

InChi

InChI=1S/C22H23IP.HI/c23-18-10-11-19-24(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H/q+1;/p-1

InChiKey

XWDMWKLGLADJFM-UHFFFAOYSA-M

IUPAC Name

4-iodobutyl(triphenyl)phosphanium;iodide