GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE

Base Information

• Chemical Name: GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE
• CAS No.: 7665-99-8
• Molecular Formula: C10H12N5O7P
• Molecular Weight: 345.208
• Hs Code.: 29349990
• Mol file: 7665-99-8.mol

Synonyms:Guanosine3',5'-phosphate (cyclic) (7CI);3',5'-Cyclic GMP;3',5'-GMP;Cyclic 3',5'-GMP;Cyclic 3',5'-guanylicacid;Cyclic GMP;Cyclic guanosine 3',5'-monophosphate;Cyclic guanosinemonophosphate;Guanosine 3',5'-monophosphate;Guanosine 3',5'-phosphate;Guanosine cyclic 3',5'-monophosphate;Guanosine cyclic 3',5'-phosphate;cGMP;

Chemical Property of GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE

Chemical Property:

• Appearance/Colour: powder white
• Vapor Pressure: 1.71E-26mmHg at 25°C
• Refractive Index: 2.064
• Boiling Point: 792.7 °C at 760 mmHg
• PKA: 1.03±0.60(Predicted)
• Flash Point: 433.2 °C
• PSA: 184.62000
• Density: 2.64 g/cm³
• LogP: -0.94290
• Storage Temp.: −20°C
• Solubility.: 1% sodium bicarbonate: 50 mg/mL

Purity/Quality:

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

Cyclic GMP ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Guanosine 3'',5''-Cyclic Monophosphate is an intracellular second messenger which are involved in the transduction of a diverse array of stimuli, mediating metabolic and growth regulation.

Technology Process of GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE

There total 20 articles about GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE 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:

C10H12Cl2N5O6P → cyclic guanosine 3',5'-monophosphate (7665-99-8,51821-84-2,59668-85-8)

Guidance literature:

With potassium hydroxide; In water; acetonitrile; at 0 ℃; Yield given;

DOI:10.1055/s-1989-27150

Reference yield:

G (118-00-3) → cyclic guanosine 3',5'-monophosphate (7665-99-8,51821-84-2,59668-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / various solvent(s) / 1 h / 0 °C

2: 0.08 M KOH / acetonitrile; H₂O / 0 °C

With potassium hydroxide; trichlorophosphate; In water; acetonitrile;

DOI:10.1055/s-1989-27150

Reference yield:

({4-[(2S,4aR,6R,7R,7aS)-6-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-7-hydroxy-2-oxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinin-2-yloxymethyl]-2-oxo-2H-chromen-7-yl}-carboxymethyl-amino)-acetic acid → 7-[bis(carboxymethyl)amino]-4-(hydroxymethyl)coumarin (876275-37-5) + cyclic guanosine 3',5'-monophosphate (7665-99-8,51821-84-2,59668-85-8)

Guidance literature:

With HEPES buffer; In water; acetonitrile; pH=7.2; Quantum yield; UV-irradiation;

DOI:10.1002/anie.200502411

upstream raw materials:

Guanosine 5'-triphosphate

[7-(carboxymethoxy)coumarin-4-yl]methyl ester of cGMP

[7-(carboxymethoxy)coumarin-4-yl]methyl ester of cGMP

cyclic guanosine-3',5'-monophosphate [6,7-bis(carboxymethoxy)coumarin-4-yl]methyl ester

Downstream raw materials:

dibutyryl guanosine 3',5'-cyclic monophosphate

Guanosine 5'-monophosphate

guanosine 3'-monophosphate

G

Refernces

• 1、 Hagen, Volker,Dekowski, Brigitte,Nache, Vasilica,Schmidt, Reinhard,Geissler, Daniel,Lorenz, Dorothea,Eichhorst, Jenny,Keller, Sandra,Kaneko, Hiroshi,Benndorf, Klaus,Wiesner, Burkhard. "Coumarinylmethyl esters for ultrafast release of high concentrations of cyclic nucleotides upon one- and two-photon photolysis". . p. 7887 - 7891. Retrieved 2007/10/03.
• 2、 Schade, Bjoern,Hagen, Volker,Schmidt, Reinhard,Herbrich, Ralph,Krause, Eberhard,Eckardt, Torsten,Bendig, Juergen. "Deactivation behavior and excited-state properties of (coumarin-4- yl)methyl derivatives. 1. Photocleavage of (7-methoxycoumarin-4-yl)methyl- caged acids with fluorescence enhancement". . p. 9109 - 9117. Retrieved 2007/10/03.