bis(3',5')-cyclic diguanylic acid

Base Information

• Chemical Name: bis(3',5')-cyclic diguanylic acid
• CAS No.: 61093-23-0
• Molecular Formula: C₂₀H₂₄N₁₀O₁₄P₂
• Molecular Weight: 690.417
• Mol file: 61093-23-0.mol

Synonyms:3'-Guanylicacid, guanylyl-(3'®5')-, cyclic nucleotide; 2H,7H-Difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecin,3'-guanylic acid deriv.; 3',5'-Cyclic diguanylic acid; Cyclic Di-GMP

Chemical Property of bis(3',5')-cyclic diguanylic acid

Chemical Property:

• Melting Point: 193-196 °C (decomp)
• PKA: 0.66±0.70(Predicted)
• PSA: 371.22000
• Density: 2.70±0.1 g/cm3(Predicted)
• LogP: -2.36340
• Storage Temp.: -20°C

Purity/Quality:

97% ^*data from raw suppliers

Cyclic-di-GMP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Cyclic-di-GMP sodium salt has been used as a quorum sensing molecule.

Technology Process of bis(3',5')-cyclic diguanylic acid

There total 20 articles about bis(3',5')-cyclic diguanylic acid 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: 94.0%

Guanosine 5'-triphosphate (86-01-1,72490-81-4) → bis-(3′,5′)-cyclic dimeric guanosine monophosphate (61093-23-0)

Guidance literature:

With Vibrio cholerae dinucleotide cyclase; In aq. buffer; at 37 ℃; for 0.666667h; pH=7.5; Kinetics; Mechanism; Enzymatic reaction;

Reference yield: 79.0%

C42H68N10O16P2Si2 (911104-15-9) → bis-(3′,5′)-cyclic dimeric guanosine monophosphate (61093-23-0)

Guidance literature:

With ammonium hydroxide; In pyridine; for 48h;

DOI:10.1021/ja0449832

Reference yield: 23.0%

C48H62Cl2N10O16P2Si2 → bis-(3′,5′)-cyclic dimeric guanosine monophosphate (61093-23-0)

Guidance literature:

C₄₈H₆₂Cl₂N₁₀O₁₆P₂Si₂; With 2-pyridinealdoxime; N,N,N',N'-tetramethylguanidine; In 1,4-dioxane; water; at 20 ℃;

With ammonium hydroxide; at 55 ℃;

With tert-butyl-ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 24h;

upstream raw materials:

C₃₂H₅₂N₁₀O₁₄P₂Si₂

C₄₂H₆₈N₁₀O₁₆P₂Si₂

N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester methyl ester

Downstream raw materials:

pGpG