117-68-0

Basic information

• Product Name: guanosine 3'-(dihydrogen phosphate)
• Synonyms: guanosine 3'-(dihydrogen phosphate);3'-guanylic acid;Gp;Guanosine 3'-phosphoric acid;Guanosine-3'-phosphoric acid;Guo-3'-P;Chebi:28072
• CAS NO: 117-68-0
• Molecular Formula: C₁₀H₁₄N₅O₈P
• Molecular Weight: 363.220621
• EINECS: 204-202-1
• Mol File: 117-68-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 908.4°Cat760mmHg
• Flash Point: 503.2°C
• Appearance: /
• Density: 2.47g/cm³
• PKA: pK1:0.7;pK2:2.3;pK3:5.92;pK4:9.38 (25°C)
• CAS DataBase Reference: guanosine 3'-(dihydrogen phosphate)(CAS DataBase Reference)
• NIST Chemistry Reference: guanosine 3'-(dihydrogen phosphate)(117-68-0)
• EPA Substance Registry System: guanosine 3'-(dihydrogen phosphate)(117-68-0)

Safety Data

• Hazardous Substances Data: 117-68-0(Hazardous Substances Data)

Usage

Definition

ChEBI: A guanosine 3'-phosphate compound with a monophosphate group at the 3'-position.

Upstream product

• 7665-99-8 cyclic guanosine 3',5'-monophosphate 
• 770-12-7 O-phenyl phosphorodichloridate 
• 634-02-6 guanosine 2',3'-cyclic monophosphate 
• 3353-33-1 [3']guanylic acid guanosin-5'-yl ester 
• 4785-07-3 GpU 
• 90742-18-0 2'-O-(tetrahydropyran-2-yl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine 
• 98264-10-9 Propionic acid (2R,3R,4R,5R)-2-(6-diphenylcarbamoyloxy-2-propionylamino-purin-9-yl)-4-propionyloxy-5-propionyloxymethyl-tetrahydro-furan-3-yl ester 
• 90742-12-4 2',3',5'-tri-O-propionyl-N²-propionylguanosine 
• 110-87-2 3,4-dihydro-2H-pyran 
• 90762-77-9 S,S-diphenyl 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine-3'-phosphorodithioate 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 50-69-1 D-ribose 
• 6554-00-3 Phosphoric acid (2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 
• 118-00-3 G 

Downstream Products

• 634-02-6 guanosine 2',3'-cyclic monophosphate 

Relevant articles and documents

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Rapid and highly base selective RNA cleavage by a dinuclear Cu(II) complex

A bis-Cu(II) complex based on a covalently linked terpyridine and bipyridine ligand system is shown to rapidly cleave bis-ribonucleotides with remarkable selectivity for adenine bases.

IMMUNOAFFINITY PURIFICATION OF CYCLIC NUCLEOTIDE PHOSPHODIESTERASE FROM LACTUCA COTYLEDONS

To facilitate further study of a multifunctional phosphodiesterase, previously partially purified from Lactuca cotyledons, a new purification step has been devised.This uses an immunoaffinity column based upon polyclonal antibodies raised against the partially purified enzyme.Preparation of the immunoaffinity column, purufication of the enzyme using the new protocol, and analysis of the activity of the purified enzyme are described.The additional step produced an enzyme preparation with a significantly higher specific activity and free of nucleotidase and non-specific phosphatase activity.The observed properties of the enzyme confirm similarities with mammalian multifunctional phosphodiesterase but reaffirm the existence of two types of substrate binding site on the Lactuca phosphodiesterase.Key Word Index - Lactuca sativa; Compositae; lettuce; cotyledons; cyclic nucleotides; phosphodiesterase; immunoaffinity purification; 3',5'-cyclic AMP; 3',5'-cyclic GMP; 3',5'-cyclic CMP; 3',5'-cyclic UMP.

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Regioselective cleavage of ribonucleoside 2',3'-cyclic monophosphates induced by 6-O-α-glucopyranosyl- and 6-O-α-maltosyl-cyclodextrins (cyclomalto-oligosaccharides)

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Guanidine-based polymer brushes grafted onto silica nanoparticles as efficient artificial phosphodiesterases

Polymer brushes grafted to the surface of silica nanoparticles were fabricated by atom-transfer radical polymerization (ATRP) and investigated as catalysts in the cleavage of phosphodiesters. The surfaces of silica nanoparticles were functionalized with an ATRP initiator. Surface-initiated ATRP reactions, in varying proportions, of a methacrylate moiety functionalized with a phenylguanidine moiety and an inert hydrophilic methacrylate species afforded hybrid nanoparticles that were characterized with potentiometric titrations, thermogravimetric analysis, and SEM. The activity of the hybrid nanoparticles was tested in the transesterification of the RNA model compound 2-hydroxypropyl para-nitrophenylphosphate (HPNP) and diribonucleoside monophosphates. A high catalytic efficiency and a remarkable effective molarity, thus overcoming the effective molarities previously observed for comparable systems, indicate the existence of an effective cooperation of the guanidine/guanidinium units and a high level of preorganization in the nanostructure. The investigated system also exhibits a marked and unprecedented selectivity for the diribonucleoside sequence CpA. The results presented open up the way for a novel and straightforward strategy for the preparation of supramolecular catalysts.

RETRACTED ARTICLE: First prebiotic generation of a ribonucleotide from adenine, d-ribose and trimetaphosphate

Adenosine monophosphate isomers are obtained by self-assembling of adenine, d-ribose and trimetaphosphate in aqueous solution in good yields. This generation of a ribonucleotide from its three molecular components occurs in a one-pot reaction at room temperature for about 30-40 days and with high chemio-, regio-, and stereo-selectivity. Similar results are obtained with guanine. A mechanism is also proposed.