3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid

Base Information

• Chemical Name: 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid
• CAS No.: 112543-66-5
• Molecular Formula: C₉H₁₆O₉*H₃N
• Molecular Weight: 285.251
• Mol file: 112543-66-5.mol

Synonyms:Ketodeoxynonulosonic acid; 3-Deoxy-D-glycero-D-galactononulopyranosonic acid; KDN

Chemical Property of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid

Chemical Property:

• Melting Point: 26-28°C
• PSA: 175.75000
• LogP: -4.17300
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated), Water

Purity/Quality:

99% min ^*data from raw suppliers

3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A naturally occuring deaminated sialic acid, exclusively located at the non-reducing end of the sialyl chains.

Technology Process of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid

There total 2 articles about 3-Deoxy-D-glycero-D-galacto-2-nonulosonic 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:

D-Mannose (3458-28-4) + sodium pyruvate (113-24-6) → 3-deoxy-D-glycero-D-galacto-nonulosonic acid ammonium salt (112543-66-5)

Guidance literature:

With potassium dihydrogenphosphate; sodium azide; diothiothreitol; at 30 ℃; for 72h; KDO aldolase (EC 4.1.2.23) from Aureobacterium barkerei strain KDO-37-2 (ATCC 49977);

DOI:10.1021/ja00055a008

Reference yield:

(2S,4S,5R,6R)-2,4,5-Trihydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid (120104-31-6) → 3-deoxy-D-glycero-D-galacto-nonulosonic acid ammonium salt (112543-66-5)

Guidance literature:

With ammonium hydroxide; Yield given;

DOI:10.1016/S0040-4039(00)80519-5

upstream raw materials:

D-Mannose

sodium pyruvate

(2S,4S,5R,6R)-2,4,5-Trihydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Refernces

• 1、 Sugai, Takeshi,Shen, Gwo-Jenn,Ichikawa, Yoshitaka,Wong, Chi-Huey. "Synthesis of 3-Deoxy-D-manno-2-octulosonic acid (KDO) and its analogs based on KDO aldolase-catalyzed reactions". . p. 413 - 421. Retrieved 1993.