scholarly journals Emerging Organometallic Methods for the Synthesis of C‐Branched (Hetero)aryl, Alkenyl, and Alkyl Glycosides: C−H Functionalization and Dual Photoredox Approaches

2020 ◽  
Author(s):  
Juba Ghouilem ◽  
Morgane Robichon ◽  
Franck Le Bideau ◽  
Angélique Ferry ◽  
Samir Messaoudi
Keyword(s):  
Alkyl Glycosides

scholarly journals Water-Soluble Constituents of Fennel. I. Alkyl Glycosides.

1998 ◽  
Vol 46 (10) ◽  
pp. 1643-1646 ◽  
Author(s):  
Junichi KITAJIMA ◽  
Toru ISHIKAWA ◽  
Yasuko TANAKA
Keyword(s):  
Water Soluble ◽  
Alkyl Glycosides

scholarly journals Kinetic analysis of the interaction of alkyl glycosides with two human β-glucosidases

1989 ◽  
Vol 262 (2) ◽  
pp. 541-548 ◽  
Author(s):  
V Gopalan ◽  
L B Daniels ◽  
R H Glew ◽  
M Claeyssens
Keyword(s):  
Active Site ◽  
Alkyl Chain ◽  
Physiological Function ◽  
Alkyl Chain Length ◽  
Alkyl Glycosides ◽  
Structural Nature ◽  
Similarities And Differences ◽  
Beta Glucosidase ◽  
Free Energy Of Binding ◽  
Physiological Substrates

This paper addresses the similarities and differences in the topology of the catalytic centres of human liver cytosolic beta-glucosidase and placental lysosomal glucocerebrosidase, and utilizes well-documented reversible active-site-directed inhibitors. This comparative kinetic study was performed mainly to decipher the chemical and structural nature of the active site of the cytosolic beta-glucosidase, whose physiological function is unknown. Specifically, analysis of the effects of a family of alkyl beta-glucosides consistently displayed 100-250-fold lower inhibition constants with the cytosolic broad-specificity beta-glucosidase compared with the placental glucocerebrosidase; for example, with octyl beta-D-glucoside the Ki values were 10 microM and 1490 microM for the cytosolic and lysosomal beta-glucosidases respectively. Furthermore the higher affinity of the cytosolic beta-glucosidase than glucocerebrosidase for the amphipathic alkyl beta-D-glucosides was validated by the greater increase in the free energy of binding with increasing alkyl chain length [delta delta G0 (K,)/CH2: lysosomal enzyme, 2.01 kJ/mol (480 cal/mol); cytosolic enzyme, 3.05 kJ/mol (730 cal/mol)]. The implications of the presence of highly non-polar domains in the active site of the cytosolic beta-glucosidase are discussed with regard to its potential physiological substrates.

Two new alkyl glycosides fromClerodendranthus spicatus

2008 ◽  
Vol 10 (7) ◽  
pp. 602-606 ◽  
Author(s):  
Jian Zou ◽  
Ying-Dong Zhu ◽  
Wei-Min Zhao
Keyword(s):  
Alkyl Glycosides

Glycosidase-catalysed synthesis of alkyl glycosides

1999 ◽  
Vol 6 (6) ◽  
pp. 511-532 ◽  
Author(s):  
F. van Rantwijk ◽  
M. Woudenberg-van Oosterom ◽  
R.A. Sheldon
Keyword(s):  
Alkyl Glycosides

Synthesis from -Alkyl Glycosides

2007 ◽  
pp. 1
Author(s):  
S. J. Gunn ◽  
S. L. Warriner ◽  
J. W. White
Keyword(s):  
Alkyl Glycosides

scholarly journals A Novel Dimeric Exoglucanase (GH5_38): Biochemical and Structural Characterisation towards its Application in Alkyl Cellobioside Synthesis

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 746 ◽  
Author(s):  
Mpho S. Mafa ◽  
Heinrich W. Dirr ◽  
Samkelo Malgas ◽  
Rui W. M. Krause ◽  
Konanani Rashamuse ◽  
...  
Keyword(s):  
Glycoside Hydrolase ◽  
Kinetic Studies ◽  
Glycoside Hydrolase Family ◽  
Primary Alcohols ◽  
Structural Characterisation ◽  
Alkyl Glycosides ◽  
Glycoside Synthesis ◽  
One Step ◽  
Ph Range ◽  
The One

An exoglucanase (Exg-D) from the glycoside hydrolase family 5 subfamily 38 (GH5_38) was heterologously expressed and structurally and biochemically characterised at a molecular level for its application in alkyl glycoside synthesis. The purified Exg-D existed in both dimeric and monomeric forms in solution, which showed highest activity on mixed-linked β-glucan (88.0 and 86.7 U/mg protein, respectively) and lichenin (24.5 and 23.7 U/mg protein, respectively). They displayed a broad optimum pH range from 5.5 to 7 and a temperature optimum from 40 to 60 °C. Kinetic studies demonstrated that Exg-D had a higher affinity towards β-glucan, with a Km of 7.9 mg/mL and a kcat of 117.2 s−1, compared to lichenin which had a Km of 21.5 mg/mL and a kcat of 70.0 s−1. The circular dichroism profile of Exg-D showed that its secondary structure consisted of 11% α-helices, 36% β-strands and 53% coils. Exg-D performed transglycosylation using p-nitrophenyl cellobioside as a glycosyl donor and several primary alcohols as acceptors to produce methyl-, ethyl- and propyl-cellobiosides. These products were identified and quantified via thin-layer chromatography (TLC) and liquid chromatography–mass spectrometry (LC-MS). We concluded that Exg-D is a novel and promising oligomeric glycoside hydrolase for the one-step synthesis of alkyl glycosides with more than one monosaccharide unit.

One-step syntheses of alkyl glycosides and alkyl-substituted DNA oligomers by chemoselective glycosidations using DNA bases

2006 ◽  
Vol 47 (7) ◽  
pp. 1041-1045 ◽  
Author(s):  
Yuichi Nishikubo ◽  
Kaname Sasaki ◽  
Shuichi Matsumura ◽  
Kazunobu Toshima
Keyword(s):  
Dna Bases ◽  
Dna Oligomers ◽  
Alkyl Glycosides ◽  
One Step

Halogeno-alkyl Glycosides. II. Dihalogeno-alkyl Derivatives

1938 ◽  
Vol 60 (5) ◽  
pp. 1167-1168 ◽  
Author(s):  
Harold W. Coles ◽  
Mary L. Dodds ◽  
Frank H. Bergeim
Keyword(s):  
Alkyl Glycosides ◽  
Alkyl Derivatives

Influence of nonionic branched-chain alkyl glycosides on a model nano-emulsion for drug delivery systems

2014 ◽  
Vol 115 ◽  
pp. 267-274 ◽  
Author(s):  
Noraini Ahmad ◽  
Roland Ramsch ◽  
Meritxell Llinàs ◽  
Conxita Solans ◽  
Rauzah Hashim ◽  
...  
Keyword(s):  
Drug Delivery ◽  
Drug Delivery Systems ◽  
Delivery Systems ◽  
Alkyl Glycosides ◽  
Branched Chain ◽  
Nano Emulsion
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