GDP-D-mannose

Base Information

• Chemical Name: GDP-D-mannose
• CAS No.: 3123-67-9
• Molecular Formula: C₁₆H₂₅N₅O₁₆P₂
• Molecular Weight: 605.346
• Mol file: 3123-67-9.mol

Synonyms:Guanosine5'-(trihydrogen pyrophosphate), mono-a-D-mannopyranosyl ester (8CI); Guanosine5'-pyrophosphate, a-D-mannopyranosyl ester (6CI); GDP-D-mannose; GDP-mannose; GDP-a-D-mannose; Guanosine5'-(trihydrogen diphosphate) P'-mannosyl ester; Guanosine 5'-(trihydrogenpyrophosphate) mono-D-mannosyl ester; Guanosine 5'-(trihydrogen pyrophosphate)monomannopyranosyl ester; Guanosine 5'-(trihydrogen pyrophosphate) monomannosylester; Guanosine 5'-diphosphate D-mannose; Guanosine 5'-pyrophosphateD-mannosyl ester; Guanosine 5'-pyrophosphate a-D-mannosyl ester; Guanosine diphosphate mannose;Guanosine diphosphomannose

Chemical Property of GDP-D-mannose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1062.9°Cat760mmHg
• PKA: 1.10±0.50(Predicted)
• Flash Point: 596.6°C
• PSA: 351.34000
• Density: 2.51g/cm³
• LogP: -4.04730

Purity/Quality:

90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GDP-D-mannose

There total 21 articles about GDP-D-mannose 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%

D-Mannose (530-26-7) + Guanosine 5'-triphosphate (86-01-1,72490-81-4) → guanosine-5'-diphosphate (146-91-8) + guanosine 5'-diphospho-D-mannose (991-43-5,3123-67-9,5572-04-3,5750-57-2,6815-91-4,10108-97-1,20236-92-4,20406-59-1,26234-84-4,26378-86-9,41432-88-6,55331-69-6,78391-95-4)

Guidance literature:

With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase; In aq. buffer; at 37 ℃; for 24h; pH=8; Enzymatic reaction;

DOI:10.1021/ol402585c

Reference yield: 54.0%

α-mannose 1-phosphate dicyclohexylammonium salt (50615-45-7,50820-78-5,72946-45-3,77895-07-9) + Guanosine 5'-triphosphate (36051-31-7) → guanosine 5'-diphospho-D-mannose (991-43-5,3123-67-9,5572-04-3,5750-57-2,6815-91-4,10108-97-1,20236-92-4,20406-59-1,26234-84-4,26378-86-9,41432-88-6,55331-69-6,78391-95-4)

Guidance literature:

With ethylenediaminetetraacetic acid; GDP-mannose pyrophosphorylase; sodium fluoride; magnesium chloride; for 24h; Ambient temperature; pH 7.5;

DOI:10.1021/jo00293a030

Reference yield: 40.0%

α-D-mannose 1-phosphate mono-triethylammonium salt (139883-95-7) + guanosine 5'-monophosphate dibutylphosphinothioic anhydride tributylammonium salt → guanosine 5'-diphospho-D-mannose (991-43-5,3123-67-9,5572-04-3,5750-57-2,6815-91-4,10108-97-1,20236-92-4,20406-59-1,26234-84-4,26378-86-9,41432-88-6,55331-69-6,78391-95-4)

Guidance literature:

With silver(I) acetate; In pyridine; for 4h;

upstream raw materials:

Guanosine 5'-triphosphate

mannose-1-phosphate

α-mannose 1-phosphate dicyclohexylammonium salt

Guanosine 5'-triphosphate

Downstream raw materials:

α-D-Manp-(1->2)-α-D-Manp

methyl 2-O-α-D-mannopyranosyl-α-D-mannopyranoside

guanosine 5’-diphospho-β-L-fucose

guanosine-5'-diphosphate

Refernces

• 1、 Chen, Zonggang,Gu, Guofeng,Jin, Guoxia,Li, Siqiang,Wang, Hong. "Exploring the broad nucleotide triphosphate and sugar-1-phosphate specificity of thymidylyltransferase Cps23FL from: Streptococcus pneumonia serotype 23F". . p. 30110 - 30114. Retrieved 2020/09/07.
• 2、 Li, Lei,Liu, Yonghui,Wan, Yue,Li, Yanhong,Chen, Xi,Zhao, Wei,Wang, Peng George. "Efficient enzymatic synthesis of guanosine 5′-diphosphate-sugars and derivatives". supporting information. p. 5528 - 5530. Retrieved 2013/11/19.