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Disaccharide polyphosphates based upon adenophostin A activate hepatic D-myo-inositol 1,4,5-trisphosphate receptors.
- J. Marchant, M. Beecroft, +4 authors B. Potter
- Chemistry, Medicine
- Biochemistry
- 21 October 1997
The glyconucleotides adenophostin A and B are the most potent known agonists at type 1 inositol trisphosphate [Ins(1,4,5)P3] receptors, although their stuctures differ markedly from that of… Expand
Structural determinants of adenophostin A activity at inositol trisphosphate receptors.
Adenophostin A is the most potent known agonist of inositol 1,4,5-trisphosphate (InsP(3)) receptors. Ca(2+) release from permeabilized hepatocytes was 9.9 +/- 1.6-fold more sensitive to adenophostin… Expand
Synthesis of adenophostin A
- R. D. Marwood, V. Corrêa, C. Taylor, B. Potter
- Chemistry
- 11 February 2000
Abstract The natural product and potent agonist of the d - myo -inositol 1,4,5-trisphosphate receptor, adenophostin A, was synthesised from adenosine and d -glucose using efficient methodology. The… Expand
Inframolecular studies of the protonation of adenophostin A: comparison with 1-D-myo-inositol 1,4,5-trisphosphate.
- M. Felemez, R. D. Marwood, B. Potter, B. Spiess
- Chemistry, Medicine
- Biochemical and biophysical research…
- 20 December 1999
Adenophostin A is a glyconucleotide natural product with the highest known potency for the D-myo-inositol 1,4,5-trisphosphate receptor. Using synthetic adenophostin A we have investigated the… Expand
Simplification of adenophostin A defines a minimal structure for potent glucopyranoside-based mimics of D-myo-inositol 1,4,5-trisphosphate.
- R. D. Marwood, A. Riley, V. Corrêa, C. Taylor, B. Potter
- Chemistry, Medicine
- Bioorganic & medicinal chemistry letters
- 8 February 1999
The synthesis of 1-O-[(3S,4R)-3-hydroxytetrahydrofuran-4-yl]-alpha-D-glucopyranosid e 3,4,3'-trisphosphate (7), a novel Ca2+ mobilising agonist at the Ins(1,4,5)P3 receptor, designed by excision of… Expand
Contribution of the adenine base to the activity of adenophostin A investigated using a base replacement strategy.
- R. D. Marwood, D. Jenkins, V. Corrêa, C. Taylor, B. Potter
- Chemistry, Medicine
- Journal of medicinal chemistry
- 2 November 2000
Syntheses of 3'-O-alpha-D-glucopyranosyl-1-beta-D-ribofuranosidoimidazole 2',3'', 4''-trisphosphate (7) and 3'-O-alpha-D-glucopyranosyl-9-beta-D-ribofuranosidopurine 2',3'',4''- trisphosphate (8),… Expand
Synthesis of Adenophostin A (IIa) and Congeners Modified at Glucose (IIb) and (IIc).
- R. D. Marwood, A. Riley, D. Jenkins, B. L. Potter
- Chemistry
- 10 October 2000
Xylopyranoside-based agonists of D-myo-inositol 1,4,5-trisphosphate receptors: synthesis and effect of stereochemistry on biological activity.
- H. Rosenberg, A. Riley, R. D. Marwood, V. Corrêa, C. Taylor, Potter BVL
- Chemistry, Medicine
- Carbohydrate research
- 8 May 2001
The synthesis of a series of tetrahydrofuranyl alpha- and beta-xylopyranoside trisphosphates, designed by excision of three motifs of adenophostin A is reported. The synthetic route features improved… Expand
Synthesis of adenophostin A and congeners modified at glucose
- R. D. Marwood, A. Riley, D. Jenkins, B. L. Potter
- Chemistry
- 2000
A convergent route is described to the super-potent 1D-myo-inositol 1,4,5-trisphosphate receptor agonist adenophostin A (2) and analogues 5 and 7, in which the glucose bisphosphate unit is replaced… Expand
Total synthesis of nucleobase-modified adenophostin A mimics.
- S. Shuto, G. Horne, R. D. Marwood, B. Potter
- Chemistry, Medicine
- Chemistry
- 19 November 2001
The adenophostins exhibit approximately 10-100 times higher receptor binding and Ca2+ mobilising potencies in comparison with the natural second messenger D-myo-inositol 1,4,5-trisphosphate… Expand