Preparation and structural characterisation of O-aminopropyl starch and amylose

Gonera, Antje; Goclik, Vera; Baum, Marita; Mischnick, Petra

doi:10.1016/s0008-6215(02)00115-5

Cited by 21 publications

(18 citation statements)

References 30 publications

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“…High ethylated and hydrophobic areas could be less accessible to hydrolysis, resulting in a methyl DS Me value too high. Therefore, two further reference methods were applied: a) GLC of methyl glucosides obtained by methanolysis and silylation (Gonera et al 2002), and b) GLC of 4-O-triethylsilyl-1,5-anhydro-2,3,6-tri-O-(m)ethyl alditols obtained by reductive cleavage (D'Ambra et al 1988;Jun and Gray 1987;Rolf and Gray 1982). Both methods eliminate the reactive aldehyde function by glycosidation (a) or by reduction (b).…”

Section: Evaluation Of the Methodsmentioning

confidence: 99%

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Critical re-investigation of the alditol acetate method for analysis of substituent distribution in methyl cellulose

Voiges

Adden

Rinken³

et al. 2012

Cellulose

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The alditol acetate method is a common procedure for sugar analysis, also applied to determine the substituent distribution in monomer units of polysaccharide ethers like methyl cellulose by gas liquid chromatography. Consisting of several preparation and work-up steps this procedure is both time consuming and prone to side reactions that promote discrimination of single constituents, especially when no peralkylation step is performed prior to hydrolysis. As a consequence results scatter in dependence on individual treatment and conditions. In the context of this work these critical points were overcome by strict but simplified work-up procedures and using acid instead of alkaline catalyzed acetylation. Under the acidic conditions the tedious removal of borate is no longer necessary and a reduced time requirement was achieved as well as good reproducibility. Comparison with independent reference methods excluded a systematic error of the method and confirmed the results obtained. Without peralkylation, i.e. in the presence of free hydroxyl groups, another fast modification of the method using DMSO as solvent, no removal of borate, and 1-methylimidazole as catalyst for acetylation was found to produce a systematic error.

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Section: Evaluation Of the Methodsmentioning

confidence: 99%

“…Methyl glucosides (Gonera et al 2002) Methyl cellulose (2 mg) was stirred in a 1 mL V-vial with 1 mL of 3 M methanolic HCl at 90°C for 120 min. The acid was removed by co-distillation with MeOH in a stream of nitrogen.…”

Section: Alditol Acetatesmentioning

confidence: 99%

Critical re-investigation of the alditol acetate method for analysis of substituent distribution in methyl cellulose

Voiges

Adden

Rinken³

et al. 2012

Cellulose

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“…By regioselective protection of the primary OH or preferred reversible 2,6-di-O-substitution, uniformly 2,3-or mainly 3-Osubstituted cellulose derivatives as well as the inverse patterns have been synthesised [Kondo 1991, Kondo and Gray 1993, Koschella et al 2001, Petzold et al 2003, Schaller and Heinze 2005. Due to the neighbouring effect of the α-glycosidic oxygen, starch can be selectively 2-O-substituted without any protecting groups [Dicke et al 2005, Gonera et al 2002.…”

Section: Introductionmentioning

confidence: 99%

Mechanistic studies on cationic ring-opening polymerisation of cyclodextrin derivatives using various Lewis acids

Bösch¹,

Nimtz

Mischnick³

2006

Cellulose

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“…[39,40] DMSO, an aprotic solvent, was utilized due to its reported ability to solubilize starch molecule of any molecular weight thus providing a homogeneous system to enable the required DS necessary to impart the requisite hydrophobicity to the backbone to facilitate nanoparticle formation. Furthermore, this solvent was also suitable for solubilizing the alkylating agent as well as the final product and its ability to accelerate the reaction rate due to the solubility of the former.…”

Section: Synthesis and Characterization Of Propyl Starchmentioning

confidence: 99%

A Hydrophobic Starch Polymer for Nanoparticle‐Mediated Delivery of Docetaxel

Dandekar

Jain

Stauner

et al. 2011

Macromolecular Bioscience

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A hydrophobic starch derivative is used for safe and enhanced delivery of anticancer agents. The synthesis and characterization of propyl starch with a controlled degree of substitution to modulate the release of the encapsulated hydrophobic drug is reported. The application of this polymer for formulating nanoparticles of docetaxel, an anti-cancer agent effective against numerous types of cancers but possessing intrinsic formulation difficulties is described. The solvent emulsification/diffusion technique is used and the synthesis is optimized with respect to several formulation parameters. Uptake studies with these nanoparticles indicate their enhanced internalization by the cancerous cells and their peri-nuclear localization.

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Preparation and structural characterisation of O-aminopropyl starch and amylose

Cited by 21 publications

References 30 publications

Critical re-investigation of the alditol acetate method for analysis of substituent distribution in methyl cellulose

Critical re-investigation of the alditol acetate method for analysis of substituent distribution in methyl cellulose

Mechanistic studies on cationic ring-opening polymerisation of cyclodextrin derivatives using various Lewis acids

A Hydrophobic Starch Polymer for Nanoparticle‐Mediated Delivery of Docetaxel

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