HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetate → sodium [(2R,4S,5R,6R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl] [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetate | HCID 175 | — |
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Reactant | 5'-Cytidylic acid | HCID 6131 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Magnesium chloride, monohydrate | HCID 168060 | — |
| Reactant | N-Acetyl-D-Glucosamine | HCID 439174 | — |
| Reactant | N-Acetyl-Neuraminic Acid | HCID 439197 | — |
| Reactant | Acetic acid, monoanhydride with phosphoric acid, ion(2-) | HCID 4183249 | — |
| Reactant | CMP-NeuAc | HCID 23679065 | — |
| Solvent | Tromethamine hydrochloride | HCID 93573 | — |
| Product | sodium [(2R,4S,5R,6R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl] [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate | HCID 92132133 | — |
Reaction Steps
A reaction mixture of 20-100 g of 20-80 mM cytidine 5′-monophosphate (CMP, Shanghai QZU Bioscience & Biotechnology), 34.15-136.6 g of 20-80 mM N-acetyl-D-glucosamine (Shanghai Jiubang Chemical), 33.9-101.7 g of 40-120 mM pyruvic acid, 30.9 g of 20 mM MgCl2.H2O (Duksan), 3.72 g of 1 mM CTP (Sigma), 84-525 g of 80-500 mM acetyl phosphate (Sigma) and 7 liters of 50 mM Tris HCl buffer (pH 7.0), maintained at pH 6.5-8.0 using 2M NaOH at 37° C., was mixed with the polymer beads prepared in Example 4, which have each of cytidine monophosphate kinase (CMK), acetate kinase (ACK), NeuAc aldolase (NAN), CMP-NeuAc synthetase (NEU) and GlcNAc-2-epimerase immobilized thereon. Then, the mixture was stirred in a reactor for 5-12 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08852891B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ad1d355cb08a4cfe91a8e816653fa2f5 |
| Source note | uspto-grants-2014_10 |