guanosine 3'-(dihydrogen phosphate)

Base Information

• Chemical Name: guanosine 3'-(dihydrogen phosphate)
• CAS No.: 117-68-0
• Molecular Formula: C10H14 N5 O8 P
• Molecular Weight: 363.224
• Mol file: 117-68-0.mol

Synonyms:3'-GMP; Gp;Guanosine 3'-(dihydrogen phosphate); Guanosine 3'-monophosphate; Guanosine3'-phosphate

Chemical Property of guanosine 3'-(dihydrogen phosphate)

Chemical Property:

• Boiling Point: 908.4°Cat760mmHg
• PKA: pK1:0.7;pK2:2.3;pK3:5.92;pK4:9.38 (25°C)
• Flash Point: 503.2°C
• PSA: 215.85000
• Density: 2.47g/cm³
• LogP: -1.98850

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of guanosine 3'-(dihydrogen phosphate)

There total 38 articles about guanosine 3'-(dihydrogen phosphate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

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 (6554-00-3) → guanosine 3'-monophosphate (117-68-0) + guanosine 2',3'-cyclic monophosphate (634-02-6) + guanosine 2'-monophosphate (130-50-7) + adenosine (58-61-7)

Guidance literature:

With deuteriated sodium hydroxide; sodium chloride; In water-d2; at 24.84 ℃; pH=10.70 - 13.60; Further Variations:; pH-values; Kinetics;

DOI:10.1021/jo026545o

Reference yield:

GpU (4785-07-3) → guanosine 3'-monophosphate (117-68-0) + uridine (58-96-8)

Guidance literature:

With tetramethylammonium perchlorate; In dimethyl sulfoxide; at 50 ℃; pH=9.9; Kinetics;

DOI:10.1002/chem.201406526

Reference yield:

[3']guanylic acid guanosin-5'-yl ester (3353-33-1) → guanosine 3'-monophosphate (117-68-0) + guanosine 2',3'-cyclic monophosphate (634-02-6) + guanosine 2'-monophosphate (130-50-7)

Guidance literature:

With deuteriated sodium hydroxide; sodium chloride; In water-d2; at 24.84 ℃; pH=10.96 - 13.58; Further Variations:; pH-values; Kinetics;

DOI:10.1021/jo026545o

upstream raw materials:

CpG

guanosine 2',3'-cyclophosphate lithium salt

cyclic guanosine 3',5'-monophosphate

guanosine 2',3'-cyclic monophosphate

Downstream raw materials:

guanosine 2',3'-cyclic monophosphate

Refernces

• 1、 Jancso, Attila,Mikkola, Satu,Loennberg, Harri,Hegetschweiler, Kaspar,Gajda, Tamas. "Phosphodiester Cleavage of Ribonucleoside Monophosphates and Polyribonucleotides by Homo- and Heterodinuclear Metal Complexes of a Cyclohexane-Based Polyamino-Polyol Ligand". . p. 5404 - 5415. Retrieved 2003.
• 2、 Acharya,Foeldesi,Chattopadhyaya. "The pKa of the internucleotidic 2′-hydroxyl group in diribonucleoside (3′→5′) monophosphates". . p. 1906 - 1910. Retrieved 2003.
• 3、 Liu,Luo,Hamilton. "Rapid and highly selective cleavage of ribonucleoside 2',3'-cyclic monophosphates by dinuclear Cu(II) complexes". . p. 2678 - 2680. Retrieved 1997.
• 4、 Yashiro, Morio,Kaneiwa, Hideki,Onaka, Kenichi,Komiyama, Makoto. "Dinuclear Zn2+ complexes in the hydrolysis of the phosphodiester linkage in a diribonucleoside monophosphate diester.". . p. 605 - 610. Retrieved 2004.
• 5、 Franco,Ascenso,Ilharco,Da Silva. "Synthesis of ribonucleotides from the corresponding ribonucleosides under plausible prebiotic conditions within self-assembled supramolecular structures". . p. 2206 - 2209. Retrieved 2020.
• 6、 Lipkin et al.. "". . p. 2871. Retrieved 1954.
• 7、 Baccolini, Graziano,Boga, Carla,Micheletti, Gabriele. "RETRACTED ARTICLE: First prebiotic generation of a ribonucleotide from adenine, d-ribose and trimetaphosphate". supporting information; experimental part. p. 3640 - 3642. Retrieved 2011/05/04.