Ethereal Glycoconjugated Azodyes (GADs): A New Group of Water‐Soluble, Naturalised Dyes

Abstract

This report deals with azodyes naturalised through glycoconjugation with a very common saccharide -lactose- and with its galactose and glucose components. The conjugation takes place through a bifunctional linker, here a terminal dibromoalkane, so the final products are very stable diether derivatives of the starting dyes. These transformations produce nat uralised dyes -indeed, water-soluble and multipurpose- that are able to dye different materials without addition of chemical additives such as surface agents

Synthesis of Water‐Soluble Large Naturalised Dyes Through Double Glycoconjugation

“…These approaches involve either the use of glutamic acid as the bridge with two acid units remaining free to bond with two lactose units or the preparation of a unique saccharidic moiety formed from two molecules of lactose covalently bonded. [14] Herein we present another approach that produces results in accord with our expectations. We proceeded therefore to prepare double-conjugated compounds using malonic acid derivatives as the spacer.…”

A novel glycoconjugated N-acetylamino aldehyde hydrazone azo dye as chromogenic probe for cyanide detection in water

“…By this approach, the above-mentioned selectivity trend in chromogenic anion sensing is altered and thus selective choromogenic probe of a cyanide anion in pure water is demonstrated. The water solubility of the organic chemosensor is given by its glycoconjugation with the usual saccharides [29][30][31][32][33]. Cyanide is expected to be detectable by nucleophilic attack toward hydrazone functional group, which is activated by an intramolecular hydrogen-bond.…”

Synthesis of Glycoconjugated Phthalonitriles for New Phthalocyanine-Based Photosensitizers

“…Analytical data were in accordance with the literature. [41] 6-O-(4-Bromobutyl)-1,2:3,4-di-O-isopropylidene-α-Dgalactopyranose (16) Pursuant to general procedure GP1, 2.80 g (10.76 mmol) of saccharide 2, 336 mg (13.99 mmol) sodium hydride, and 6.40 mL (54.00 mmol) 1,4-dibromobutane (13) in 60 mL of dry DMF and chromatographic purification on silica gel using a mixture of toluene/acetone (30:1) gave compound 16 as a colorless oil (3.34 g, 55%). Analytical data were in accordance with the literature.…”