TY - JOUR
T1 - Membrane-permeant esters of inositol polyphosphates, chemical syntheses and biological applications
AU - Li, Wenhong
AU - Schultz, Carsten
AU - Llopis, Juan
AU - Tsien, Roger Y.
N1 - Funding Information:
We thank Dr. Julian Schroeder for allowing use of his oocyte voltage-clamp set-up. W-H. Li thanks Dr. Edward Dennis for the encouragement. J.L. was partially supported by a fellowship from the Ministry of Science, Spain.
Funding Information:
~Fundingw as provided by the Howard Hughes Medical Institute and NIH grant NS27177 to R.Y.Tsien
PY - 1997/9
Y1 - 1997/9
N2 - Membrane-permeant derivatives of inositol polyphosphates are useful tools for biological studies. Racemic 2,3,6-tri-O-butyryl-myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester(Bt3IP3/AM), myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester (IP3/AM), hexakis(propionyloxymethyl) ester (IP3/PM) and hexakis(butyryloxymethyl) ester (IP3/BM) were therefore synthesized. Whereas extracellular application of up to 200 μM of Bt3IP3/AM or IP3/AM to 1321N1 astrocytoma cells failed to mobilize internal calcium, IP3/PM and IP3/BM released internal calcium at concentrations as low os 20 μM and 2 μM, respectively.
AB - Membrane-permeant derivatives of inositol polyphosphates are useful tools for biological studies. Racemic 2,3,6-tri-O-butyryl-myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester(Bt3IP3/AM), myo-inositol 1,4,5-trisphosphate hexakis(acetoxymethyl) ester (IP3/AM), hexakis(propionyloxymethyl) ester (IP3/PM) and hexakis(butyryloxymethyl) ester (IP3/BM) were therefore synthesized. Whereas extracellular application of up to 200 μM of Bt3IP3/AM or IP3/AM to 1321N1 astrocytoma cells failed to mobilize internal calcium, IP3/PM and IP3/BM released internal calcium at concentrations as low os 20 μM and 2 μM, respectively.
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U2 - 10.1016/S0040-4020(97)00714-X
DO - 10.1016/S0040-4020(97)00714-X
M3 - Article
AN - SCOPUS:0030857712
SN - 0040-4020
VL - 53
SP - 12017
EP - 12040
JO - Tetrahedron
JF - Tetrahedron
IS - 35
ER -