CMP-NAN SODIUM SALT

Base Information

• Chemical Name: CMP-NAN SODIUM SALT
• CAS No.: 1007117-62-5
• Molecular Formula: C₂₀H₃₀N₄O₁₆P*Na
• Molecular Weight: 636.439
• Mol file: 1007117-62-5.mol

Synonyms:cytidine-5'-monophospho-β-D-N-acetylneuraminic acid, sodium salt

Chemical Property of CMP-NAN SODIUM SALT

Chemical Property:

• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

CMP-N-acetylneuraminicAcidSodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: CMP-Sialic acid is a form of the sugar N-acetylneuraminic acid (Neu5Ac) O-linked with the nucleotide cytidine-5’-monophosphate (CMP). In vertebrates, it is biosynthesized within the nucleus from CTP and Neu5Ac by CMP-sialic acid synthetases. Sialyltransferases transfer Neu5Ac from CMP-sialic acid to various acceptor substrates, most commonly at terminal positions of the oligosaccharide component of glycoproteins or glycolipids. Sialic acid-containing glycans at the cell surface play important roles in cell interactions and have roles in infection, inflammation, and cancer.
• Uses: CMP-N-acetylneuraminic acid sodium salt is a nucleotide and CMP-?sialic acid derivative used as a building block used in the preparation of N-?glycan microarrays.

Technology Process of CMP-NAN SODIUM SALT

There total 8 articles about CMP-NAN SODIUM SALT 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:

C21H32N4O16P(1-)*Na(1+) → cytidine-5'-monophospho-β-D-N-acetylneuraminic acid, sodium salt (1007117-62-5)

Guidance literature:

With water; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/cbic.201200471

Reference yield:

5-nitro-cycloSal-N4Ac-2’,3’-di-OAc-cytidine monophosphate (1144465-53-1) → cytidine-5'-monophospho-β-D-N-acetylneuraminic acid, sodium salt (1007117-62-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dichloromethane; N,N-dimethyl-formamide / 1 h / -50 °C / Inert atmosphere

1.2: 4 h / -50 - 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / 20 h / 20 °C / Inert atmosphere

3.1: water / methanol / 4 h / 20 °C / Inert atmosphere

With water; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cbic.201200471

Reference yield:

N-acetyl neuraminic acid (19342-33-7) → cytidine-5'-monophospho-β-D-N-acetylneuraminic acid, sodium salt (1007117-62-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Dowex? [50W-X8 (H⁺)] / 16 h / 20 °C / Inert atmosphere

2.1: 16 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / dichloromethane; N,N-dimethyl-formamide / 1 h / -50 °C / Inert atmosphere

3.2: 4 h / -50 - 20 °C / Inert atmosphere

4.1: sodium methylate / methanol / 20 h / 20 °C / Inert atmosphere

5.1: water / methanol / 4 h / 20 °C / Inert atmosphere

With water; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cbic.201200471

upstream raw materials:

5-nitro-cycloSal-N⁴Ac-2’,3’-di-OAc-cytidine monophosphate

N-acetyl neuraminic acid

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

2',3'-O,N⁴-triacetylcytidine

Refernces