2',3',5'-Tri-O-acetyl Guanosine - CAS 6979-94-8

Name: 2',3',5'-Tri-O-acetyl Guanosine
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB033977
Product Name:	2',3',5'-Tri-O-acetyl Guanosine
CAS:	6979-94-8
Synonyms:	2',3',5'-Triacetylguanosine; Guanosine 2',3',5'-triacetate; Guanosine Triacetate; NSC 66387; Triacetylguanosine

Technical Data

IUPAC Name:	[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate
Description:	2',3',5'-Tri-O-acetyl guanosine is a chemical compound commonly used in organic synthesis and nucleic acid chemistry. It features acetyl groups attached to the 2', 3', and 5' positions of the guanosine molecule. This modification serves to protect the reactive hydroxyl groups of guanosine, allowing for precise control over chemical reactions involving the nucleoside. It is often employed as a building block in the synthesis of modified nucleosides, nucleotides, and oligonucleotides for various research and biotechnological applications, including RNA interference, gene expression modulation, and pharmaceutical development.
Molecular Weight:	409.35
Molecular Formula:	C16H19N5O8
Canonical SMILES:	CC(=O)OCC1C(C(C(O1)N2C=NC3=C2N=C(NC3=O)N)OC(=O)C)OC(=O)C
InChI:	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
Boiling Point:	655.8 °C at 760 mmHg
Melting Point:	226-231 °C
Purity:	≥98%
Density:	1.7±0.1 g/cm³
Solubility:	Soluble in DMSO (Slightly)
Appearance:	White powder
Storage:	Store at 2-8 °C
MDL:	MFCD00057054
LogP:	-0.39310

GHS Hazard Statement:	H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501
Signal Word:	Warning

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PMID	Publication Date	Title	Journal
20384308	20100615	Structure and gelation mechanism of tunable guanosine-based supramolecular hydrogels	Langmuir : the ACS journal of surfaces and colloids
20415485	20100520	Oxidative modification of guanine bases initiated by oxyl radicals derived from photolysis of azo compounds	The journal of physical chemistry. B
19371040	20090804	Tailoring the properties of guanosine-based supramolecular hydrogels	Langmuir : the ACS journal of surfaces and colloids
18159932	20080201	Pathways of arachidonic acid peroxyl radical reactions and product formation with guanine radicals	Chemical research in toxicology
12924924	20030801	Oxidative generation of guanine radicals by carbonate radicals and their reactions with nitrogen dioxide to form site specific 5-guanidino-4-nitroimidazole lesions in oligodeoxynucleotides	Chemical research in toxicology

Complexity:	743
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	4
Defined Bond Stereocenter Count:	0
Exact Mass:	409.12336258
Formal Charge:	0
Heavy Atom Count:	29
Hydrogen Bond Acceptor Count:	10
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	409.12336258
Rotatable Bond Count:	8
Topological Polar Surface Area:	173 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.7