Bt3-Ins(136)P3 / AM

Bt3-Ins(1,3,6)P3/AM is a membrane-permeant derivative of myo-inositol 1,3,6-trisphosphate (Ins(1,3,6)P3). Ins(1,3,6)P3 is the enantiomer of Ins(1,3,4)P3, making the compound useful as a stereochemical control for experiments with Bt3-Ins(1,3,4)P3/AM.

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.

Bt3-Ins(1,3,6)P3/AM is suitable for control experiments investigating stereospecific effects of membrane-permeant inositol phosphate derivatives.

References:

Hirata M. et al., Journal of Biological Chemistry 1993, 268, 19260–19266. DOI: 10.1016/S0021-9258(19)36508-1

Murphy C.T. et al., Molecular Pharmacology 1996, 50, 1223–1230. DOI: 10.1016/S0026-895X(25)09551-3

Hirata M. et al., Biochemical Journal 1997, 328, 93–98. DOI: 10.1042/bj3280093