Bt3-Ins(356)P3 / AM

Bt3-Ins(3,5,6)P3/AM is a membrane-permeant derivative of myo-inositol 3,5,6-trisphosphate (Ins(3,5,6)P3), the enantiomer of the intracellular second messenger Ins(1,4,5)P3.

The negatively charged phosphate groups are masked by acetoxymethyl (AM) ester groups, while additional butyryl ester groups increase lipophilicity and facilitate cellular uptake. Following entry into cells, intracellular esterases cleave the ester groups to release the corresponding inositol trisphosphate.

Due to its defined stereochemistry, Bt3-Ins(3,5,6)P3/AM is suitable for stereochemical control and comparative studies with membrane-permeant Ins(1,4,5)P3 derivatives, including investigations of stereospecific inositol phosphate recognition and signaling.

References:

Leung L.W. et al., Carbohydrate Research 1997, 305, 171–179. DOI: 10.1016/S0008-6215(97)00267-X