56144-08-2

Usage

Uses

Used in Pharmaceutical Industry:
METHYL BETA-NEURAMINIC ACID is used as a synthetic intermediate for the production of amide-linked sialo-oligomers, which play a vital role in the development of various pharmaceutical compounds. These sialo-oligomers are involved in numerous biological processes, making them an essential component in the creation of drugs targeting specific cellular functions.
Used in Chemical Synthesis:
METHYL BETA-NEURAMINIC ACID is used as a key building block in the synthesis of complex organic molecules, particularly those related to the sialic acid family. Its unique chemical properties allow for the development of novel compounds with potential applications in various industries, including pharmaceuticals, biotechnology, and materials science.
Used in Research and Development:
As a naturally occurring α-amino acid, METHYL BETA-NEURAMINIC ACID is utilized in research and development for studying the structure, function, and interactions of sialic acids in biological systems. This knowledge can lead to the discovery of new therapeutic targets and the development of innovative treatments for various diseases and conditions.

Upstream product

• 6730-43-4 N-Acetyl-β-D-neuraminylsaeure-methyl-methylglycosid 
• 41521-03-3 Methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-L-glycero-α-D-galacto-2-nonulopyranosidonsaeuremethylester 
• 131-48-6 N-Acetylneuraminic acid 

Downstream Products

• 56070-37-2 methyl (methyl 5-amino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosid)onate 

Relevant academic research and scientific papers

Solid Phase Synthesis and Secondary Structural Studies of (1→5) Amide-Linked Sialooligomers

A series of dimeric through octameric (1→5) amide-linked sialooligomers were prepared using solid-phase peptide methods on Rink resin with Fmoc protecting group chemistry. The oligomers were conjugated to ε-amino caproic acid in order to model membrane-bound conformations. The secondary structure of the oliogomers was probed with NH/ND exchange rates determined by NMR, and with circular dichroism. The combined structural studies show that a tetramer is required for ordered secondary structure, and that secondary structure is stabilized upon elongation to pentameric and hexameric species. Interestingly, the heptamer shows rapid NH/ND exchange rates; however, ordered secondary structure is restored in the octamer. These studies provide the first evidence that oligomers composed of constrained carbohydrate-derived amino acids form stable secondary structures in water.

STUDIES ON SIALIC ACIDS I. DETERMINATION OF ANOMERIC CONFIGURATION OF NEURAMINIC ACID DERIVATIVES BY CIRCULAR DICHROISM

CD spectra were recorded for methyl α- and β-glycosides of D-neuraminic acid, and the band at the wave-length lower than 200 nm was attributed to the acetamido group.The Cotton effect at higher wave-length around 220 nm arose from the n-?* transition of the carboxyl group.Thus α-linked glycosides showed a negative band, while β-glycosides gave arise to a positive band.