T5751

Sigma-Aldrich

2′,3′,5′-Tri-O-acetylguanosine

≥98%

Synonym(s):
Guanosine 2′,3′,5′-triacetate
Empirical Formula (Hill Notation):
C16H19N5O8
CAS Number:
Molecular Weight:
409.35
EC Number:
MDL number:

assay

≥98%

mp

226-231 °C (lit.)

storage temp.

−20°C

SMILES string

CC(=O)OC[C@H]1O[C@H]([C@H](OC(C)=O)[C@@H]1OC(C)=O)n2cnc3C(=O)NC(N)=Nc23

InChI

1S/C16H19N5O8/c1-6(22)26-4-9-11(27-7(2)23)12(28-8(3)24)15(29-9)21-5-18-10-13(21)19-16(17)20-14(10)25/h5,9,11-12,15H,4H2,1-3H3,(H3,17,19,20,25)/t9-,11-,12-,15-/m1/s1

InChI key

ULXDFYDZZFYGIY-SDBHATRESA-N

Looking for similar products? Visit Product Comparison Guide

Certificate of Analysis

Certificate of Origin

G A Freeman et al.
Bioorganic & medicinal chemistry, 3(4), 447-458 (1995-04-01)
A series of 2-amino-9-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-6- substituted-9H-purines was synthesized and tested for the ability to protect MT4 cells from the cytopathic effect of HIV-1IIIB. These compounds were prepared by a combination of chemical and enzymatic reactions. Some of the nucleoside analogs with...
K H Leser
Zeitschrift fur Naturforschung. Section C, Biosciences, 36(7-8), 597-603 (1981-07-01)
Various drugs known or expected to increase the levels of cyclic nucleotides in cells were applied to isolated superfused frog retinae, and their influence on the aspartate-isolated a-wave was studied. Isobutylmethylxanthine (IBMX), triacetylguanosine (TAG), and dimethylaminopurine (DAMP) strongly influenced the...
C Bleasdale et al.
Chemical research in toxicology, 6(4), 407-412 (1993-07-01)
(Z,Z)-Muconaldehyde reacts with primary amines, including valine and lysine (epsilon-amino), to afford N-substituted-2-(oxoethyl)pyrroles, which were reduced with sodium borohydride to the more stable N-substituted-2-(hydroxyethyl)pyrroles. The formation of the pyrrole aldehydes was performed in a variety of solvents including aqueous methanol....
J C Niles et al.
Journal of the American Chemical Society, 123(49), 12147-12151 (2001-12-06)
Peroxynitrite reacts with 2',3',5'-tri-O-acetyl-guanosine to yield a novel compound identified as 1-(2,3,5-tri-O-acetyl-beta-D-erythro-pentofuranosyl)-5-guanidino-4-nitroimidazole (6). This characterization was achieved using a combination of UV/vis spectroscopy and ESI-MS. Additionally, 1-(beta-D-erythro-pentofuranosyl)-5-guanidino-4-nitroimidazole (6a) was synthesized by an independent route, characterized by UV/vis spectroscopy, ESI-MS, and...
Aleksandra Krstulja et al.
Journal of chromatography. A, 1365, 12-18 (2014-09-15)
A series of imprinted polymers targeting nucleoside metabolites, prepared using a template analogue approach, are presented. These were prepared following selection of the optimum functional monomer by solution association studies using (1)H NMR titrations whereby methacrylic acid was shown to...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service