5'-Guanylic acid

Base Information

• Chemical Name: 5'-Guanylic acid
• CAS No.: 85-32-5
• Molecular Formula: C10H14 N5 O8 P
• Molecular Weight: 363.224
• Mol file: 85-32-5.mol

Synonyms:5'-GMP; E626; GMP; Guanidine monophosphate; Guanosine 5'-(dihydrogen phosphate);Guanosine 5'-monophosphate; Guanosine 5'-phosphate; Guanosine 5'-phosphoricacid; Guanosine monophosphate; Guanylic acid

Chemical Property of 5'-Guanylic acid

Chemical Property:

• Melting Point: 91 - 93oC
• Boiling Point: 65 (0.05 torr)
• PKA: 1.86±0.10(Predicted)
• Flash Point: 492.2oC
• PSA: 215.85000
• Density: 2.47 g/cm3
• LogP: -1.98850
• Storage Temp.: Store at 0-5°C
• Solubility.: DMSO (Very Slightly, Heated, Sonicated), Water (Slightly, Sonicated)

Purity/Quality:

98% ^*data from raw suppliers

5-GuanylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Biochemical research, flavor potentiator (disodium salt).5-Guanylic Acid is a useful reagent for the chemo- and site-specific reductive amination of N2-guanine oligonucleotides.

Technology Process of 5'-Guanylic acid

There total 87 articles about 5'-Guanylic 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: 99.0%

guanosine 5'-monophosphate disodium (5550-12-9) → Guanosine 5'-monophosphate (85-32-5)

Guidance literature:

With Dowex 50W×8 resin; In water; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.6b00311

Reference yield: 67.2%

Guanosine 5'-monophosphate imidazolide (69281-33-0) → C10H13FN5O7P (802850-43-7) + Guanosine 5'-monophosphate (85-32-5)

Guidance literature:

With water; lithium fluoride; at 25 ℃; pH=8.6; Reagent/catalyst; pH-value;

DOI:10.1016/j.tetlet.2014.01.051

Reference yield:

C49H62N20O31P4 → cytidine monophosphate (63-37-6,30811-80-4) + thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + Guanosine 5'-monophosphate (85-32-5)

Guidance literature:

venom phosphodiesterase; Product distribution;

DOI:10.1016/S0040-4039(00)96161-6

upstream raw materials:

pyridine

O-phenyl phosphorodichloridate

G

2',3'-isopropylideneguanosine

Downstream raw materials:

[5']guanylic acid mono-cyclohexylamide

guanosine-5'-diphosphate

XMP

Guanosine 5'-triphosphate

Refernces

• 1、 Kawamura, Kunio,Kuranoue, Kazuhiro. "Histidine and thermal copolymers of amino acids containing histidine as prebiotic inhibitor for the template-directed formation of oligoguanylate on a poly(C) template". . p. 1070 - 1071. Retrieved 2001.
• 2、 Lomakina,Grinewa. "-". . . Retrieved 1965.
• 3、 Fujio, Tatsuro,Nishi, Tatsunari,Ito, Seiga,Maruyama, Akihiko. "High Level Expression of XMP Aminase in Escherichia coli and Its Application for the Industrial Production of 5′-Guanylic Acid". . p. 840 - 845. Retrieved 1997.
• 4、 Shivakumaraswamy, Santosh,Pandey, Nivedita,Ballut, Lionel,Violot, Sébastien,Aghajari, Nushin,Balaram, Hemalatha. "Helices on Interdomain Interface Couple Catalysis in the ATPPase Domain with Allostery in Plasmodium falciparum GMP Synthetase". . p. 2805 - 2817. Retrieved 2020/06/25.
• 5、 Fateev, Ilja V.,Sinitsina, Ekaterina V.,Bikanasova, Aiguzel U.,Kostromina, Maria A.,Tuzova, Elena S.,Esipova, Larisa V.,Muravyova, Tatiana I.,Kayushin, Alexei L.,Konstantinova, Irina D.,Esipov, Roman S.. "Thermophilic phosphoribosyltransferases Thermus thermophilus HB27 in nucleotide synthesis". . p. 3098 - 3105. Retrieved 2019/01/21.