153248-52-3

Basic information

• Product Name: 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid
• Synonyms: 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid;a-NeuraMinic acid, N-acetyl-2-O-(5-broMo-4-chloro-1H-indol-3-yl)-;(2S,4S,5R,6R)-5-Acetamido-2-((5-bromo-4-chloro-1H-indol-3-yl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-t;5-bromo-4-chloro-indol-3-yl-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)
• CAS NO: 153248-52-3
• Molecular Formula: C19H22BrClN2O9
• Molecular Weight: 537.74298
• Mol File: 153248-52-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid(153248-52-3)
• EPA Substance Registry System: 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid(153248-52-3)

Safety Data

• Hazardous Substances Data: 153248-52-3(Hazardous Substances Data)

Usage

General Description

2-O-(5-bromo-4-chloroindol-3-yl)sialic acid is a chemical compound that contains a sialic acid molecule attached to a 5-bromo-4-chloroindol-3-yl group at the 2-position. Sialic acid is a derivative of the amino sugar neuraminic acid and is commonly found on the outer cell membranes of animals and bacteria. 2-O-(5-broMo-4-chloroindol-3-yl)sialic acid is likely to have specific interactions with proteins and other molecules due to its unique structure, and may have potential applications in pharmaceutical research, particularly in the areas of glycobiology and glycochemistry. Its specific properties and potential biological activities would need to be further investigated through in-depth studies.

Upstream product

• 1447125-22-5 C₁₃H₉BrClNO₅ 
• 1447125-25-8 C₁₅H₁₅BrClNO₄ 
• 1447125-28-1 5-bromo-4-chloroindoxylic acid allyl ester 
• 1447125-42-9 5-bromo-4-chloro-indox-3-ylic acid allyl ester-(methyl-5-acetamido-4,7,8,9-tetra-Oacetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate) 
• 627531-47-9 4-amino-2-chloro-3-methylbromobenzene 
• 153248-53-4 (N-acetyl-5-bromo-4-chloro-indol-3-yl)-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate) 
• 1447125-47-4 (5-bromo-4-chloro-indol-3-yl)-(methyl-5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate) 
• 125328-80-5 N-(4-bromo-3-chloro-2-methylphenyl)acetamide 
• 125328-77-0 N-acetyl-5-bromo-6-chloroanthranilic acid 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 7463-35-6 N-(3-chloro-2-methylphenyl)acetamide 
• 3030-19-1 2-amino-5-bromo-6-chlorobenzoic acid 
• 943138-45-2 5-bromo-6-chloro-isatoic anhydride 
• 2148-56-3 2-chloro-6-aminobenzoic acid 

Relevant articles and documents

Differences in reactivity of N-acetyl- and N,N-diacetylsialyl chlorides caused by their different supramolecular organization in solutions

O-Sialylation of a substituted indolin-3-one under phase-transfer catalysis conditions, which does not occur when N-acetylsialyl chloride is used, proceeds with N,N-diacetylsialyl chloride as the glycosyl donor. A study using dynamic light scattering of solutions of both sialyl chlorides under conditions close to the conditions used for glycosylation showed a difference in the correlation radii of light scattering particles in such solutions. This suggests that the introduction of an additional N-acetyl group into the sialyl chloride significantly alters the structure of the supramers of glycosyl donor, which apparently have an increased accessibility of individual molecules for the attack by a nucleophile, which increases its reactivity.

Novel efficient routes to indoxyl glycosides for monitoring glycosidase activities

A new efficient synthesis for broad access to indoxyl glycosides was developed. Indoxylic acid allyl ester linked to a sugar structure served as the key intermediate in this route. Selective ester cleavage and mild decarboxylation led to the corresponding indoxyl glycosides in good yields. This synthesis was applied for preparation of indoxyl glycosides of fucose, sialic acid, and 6′-sialyl lactose.