adenosine 5'-diphosphate-glycero-mannoheptose

Base Information

• Chemical Name: adenosine 5'-diphosphate-glycero-mannoheptose
• CAS No.: 80186-87-4
• Molecular Formula: C₁₇H₂₇N₅O₁₆P₂
• Molecular Weight: 619.373
• Mol file: 80186-87-4.mol

Synonyms:adenosine 5’-diphosphate-glycero-mannoheptose

Chemical Property of adenosine 5'-diphosphate-glycero-mannoheptose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1106.6°C at 760 mmHg
• Flash Point: 623°C
• Density: 2.5g/cm³

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of adenosine 5'-diphosphate-glycero-mannoheptose

There total 16 articles about adenosine 5'-diphosphate-glycero-mannoheptose 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: 80.0%

(2S,3S,4S,5R,6R)-2-(((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-6-((S)-1,2-diacetoxyethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (322640-45-9) → ADP-L-Glycero-β-D-manno-heptose (80186-87-4)

Guidance literature:

With triethylamine carbonate; triethylamine; In methanol; at -30 ℃; pH=10 - 11;

Reference yield: 42.0%

D-Glycero-D-manno-Heptose 7-phosphate + ATP (56-65-5,896506-78-8) → adenosine 5′-diphosphate-d-glycero-β-d-manno-heptopyranose (80186-87-4)

Guidance literature:

D-Glycero-D-manno-Heptose 7-phosphate; ATP; With inorganic pyrophosphatase; HIdE; phosphatase GmhB; sodium hydroxide; magnesium chloride; In aq. buffer; at 37 ℃; for 12h; pH=8.0; Enzymatic reaction;

With alkaline phosphatase; In aq. buffer; at 37 ℃; for 12h; pH=8.0; Enzymatic reaction;

DOI:10.1016/j.bmc.2013.12.019

Reference yield: 10.0%

adenosine 5'-monophospho-morpholidate 4-morpholine-N,N'-dicyclohexylcarboxamidine salt + Phosphoric acid mono-[(2S,3S,4S,5S,6R)-6-((R)-1,2-dihydroxy-ethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yl] ester; compound with triethyl-amine → adenosine 5′-diphosphate-d-glycero-β-d-manno-heptopyranose (80186-87-4)

Guidance literature:

With pyridine; 1H-tetrazole; for 78h; Inert atmosphere;

upstream raw materials:

adenosine 5'-monophosphate morpholidate

(2S,3S,4S,5R,6R)-2-(((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-6-((S)-1,2-diacetoxyethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

2,3,4,6,7-penta-O-acetyl-L-glycero-D-manno-heptopyranoside

1-O-phosphoryl-2,3,4,6,7-penta-O-acetyl-L-glycero-β-D-manno-heptopyranoside

Refernces

• 1、 -. "COMPOSITIONS AND METHODS OF MODULATING THE IMMUNE RESPONSE BY ACTIVATING ALPHA PROTEIN KINASE 1". Paragraph 470; 482; 483. . Retrieved 2019/05/15.
• 2、 Wang, Liangbing,Huang, Hua,Nguyen, Henry H.,Allen, Karen N.,Mariano, Patrick S.,Dunaway-Mariano, Debra. "Divergence of biochemical function in the HAD superfamily: D-glycero-D-manno-heptose-1,7-bisphosphate phosphatase (GmhB)". experimental part. p. 1072 - 1081. Retrieved 2010/11/21.