2',3'-Ipr-Ino - CAS 2140-11-6
Category:
Nucleosides
Product Name:
2',3'-Ipr-Ino
Catalog Number:
2140-11-6
Synonyms:
2', 3'- Isopropylideneinosine
CAS Number:
2140-11-6
Molecular Weight:
308.3
Molecular Formula:
C13H16N4O6
COA:
Inquire
MSDS:
Inquire
Structure\Application:
Ribo-Nucleosides
Chemical Structure
CAS 2140-11-6 2',3'-Ipr-Ino

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Reference Reading


1.Synthesis and biological evaluation of novel membrane-permeant cyclic ADP-ribose mimics: N1-[(5''-O-phosphorylethoxy)methyl]-5'-O-phosphorylinosine 5',5''-cyclicpyrophosphate (cIDPRE) and 8-substituted derivatives.
Gu X1, Yang Z, Zhang L, Kunerth S, Fliegert R, Weber K, Guse AH, Zhang L. J Med Chem. 2004 Nov 4;47(23):5674-82.
N1-[(5' '-O-Phosphorylethoxy)methyl]-5'-O-phosphorylinosine 5',5''-cyclicpyrophosphate (cIDPRE 2a) and the 8-substituted derivatives 8-bromo-, 8-azido-, 8-amino-, and 8-Cl-cIDPRE (2b-e) were synthesized from N1-[(5''-acetoxyethoxy)methyl]-2',3'-O-isopropylideneinosine (5) in good yields. The pharmacological activities of cIDPRE and the 8-substituted derivatives (2a-e) were analyzed in intact and permeabilized human Jurkat T-lymphocytes. The results indicate that cIDPRE permeates the plasma membrane, releases Ca2+ from an intracellular, cADPR-sensitive Ca2+ store, and subsequently initiates Ca2+ release-activated Ca2+ entry. The Ca(2+)-releasing activity of cIDPRE was confirmed directly in permeabilized cells. Using time-resolved confocal Ca2+ imaging at the single cell level, the development of global Ca2+ signals starting from local small Ca2+ signals evoked by cIDPRE was observed. 8-N3-cIDPRE 2c and 8-NH2-cIDPRE 2d were similarly effective in their agonistic activity as compared to cIDPRE 2a, showing almost indistinguishable concentration-response curves for 2a, 2c, and 2d and very similar kinetics of Ca2+ signaling.