Reductive Dephthalimidation: A Mild and Efficient Method for The N-Phthaumido Deprotection During Ougosaccharide Synthesis

Abstract

Synthesis of biologically active oligosaccharides, haptens and their protein conjugates is a major area of interest because of their role in antigen-antibody interaction and receptor effects¹. A number of these molecules contain α-or β-linked 2-acetamido-2-deoxy-D-glucosamine (GlcNAc) moieties. Most commonly, during the oligosaccharide synthesis, introduction of the β-glycosidically linked GlcNAc residue is achieved by either the oxazoline² or the phthalimido method³. Of these, the latter is preferred because 2-N-phthalimido protected glycosamine units having a halogen or a thioalkyl group at C-1 have consistently proved to be more efficient donors than are the oxazolines. However, time and again, subsequent conversion of the N-phthalimido to amine by hydrazinolysis has proved inadequate. This has often resulted in a poor overall yield after an otherwise efficient synthesis. Recently it was shown that the phthalimido function could be removed under mild conditions from a number of amino acids⁴. We now report that this technique can be efficiently used for the deprotection of the phthalimido function in suitably protected carbohydrate compounds (2,3 and 5).     

Lanthanum Trifluoromethane-sulfonate‐Catalyzed Facile Synthesis of Per‐O‐acetylated Sugars and Their One‐Pot Conversion to S‐Aryl and O‐Alkyl/Aryl Glycosides†

Lanthanum trifluoromethanesulfonate‐catalyzed solvent‐free per‐O‐acetylation with stoichiometric acetic anhydride proceeds in high yield (95%–99%) to afford exclusively pyranose products as anomeric mixtures. Subsequent anomeric substitution employing borontrifluoride etherate and thiols or alcohols furnished the corresponding 1,2‐trans‐linked thioglycosides and O‐glycosides, respectively, in good to excellent overall yield (75%–85%). Alternatively, reaction of free sugars in neat alcohol employing the same catalyst at elevated temperature gives the corresponding 1,2‐cis‐linked O‐glycosides (along with 1,2‐trans‐linked glycosides as minor product) in good yield (73%–80%). Anomeric mixtures of compounds thus produced were characterized as their per‐O‐acetylated derivatives.      

Metabolite profiling and in-vitro colon cancer protective activity of Cycas revoluta cone extract

Abstract

The methanolic extract of Cycas revoluta cone (MECR) was analyzed by GC-MS and UHPLC for metabolite profiling and was evaluated for anti-colon cancer property by using in vitro assays like Cell Viability Assay, Colony Formation Assay, ROS Determination, Flowcytometry, DAPI staining assay, Tunel assay. GC-MS and HPLC analysis confirmed the presence of different phytochemicals in the extract of Cycas revoluta cone. In-vitro studies showed MECR extract showed significant anti-colon cancer activity by reducing proliferation and inducing apoptosis in colon cancer cell (HCT-8) line, but no such activity was seen in normal colon cell (CCD-18Co) line. The investigation confirms that MECR may be a promising candidate in colon cancer protection.     

The gravitational path integral and the trace of the diffeomorphisms

I give a resolution of the conformal mode divergence in the Euclidean gravitational path-integral by isolating the trace of the diffeomorphisms and its contribution to the Faddeev-Popov measure.     

Neural network model for apparent deterministic chaos in spontaneously bursting hippocampal slices

A neural network model that exhibits stochastic population bursting is studied by simulation. First return maps of interburst intervals exhibit recurrent unstable-periodic-orbit(UPO)-like trajectories similar to those found in experiments on hippocampal slices. Applications of various control methods and surrogate analysis for UPO detection also yield results similar to those of experiments. Our results question the interpretation of the experimental data as evidence for deterministic chaos and suggest caution in the use of UPO-based methods for detecting determinism in time-series data.     

Pseudo-schwarzschild spherical accretion as a classical black hole analogue

We demonstrate that a spherical accretion onto astrophysical black holes, under the influence of Newtonian or various post-Newtonian pseudo-Schwarzschild gravitational potentials, may constitute a concrete example of classical analogue gravity naturally found in the Universe. We analytically calculate the corresponding analogue Hawking temperature as a function of the minimum number of physical parameters governing the accretion flow. We study both the polytropic and the isothermal accretion. We show that unlike in a general relativistic spherical accretion, analogue white hole solutions can never be obtained in such post-Newtonian systems. We also show that an isothermal spherical accretion is a remarkably simple example in which the only one information–the temperature of the fluid, is sufficient to completely describe an analogue gravity system. For both types of accretion, the analogue Hawking temperature may become higher than the usual Hawking temperature. However, the analogue Hawking temperature for accreting astrophysical black holes is considerably lower compared with the temperature of the accreting fluid.     

Large-Scale Production of 3D Bioactive Glass Macroporous Scaffolds for Tissue Engineering

For tissue engineering applications, a scaffold is required that can act as a template and guide for cell proliferation, cell differentiation and tissue growth. Interconnected pores with diameters greater than 100 m are required for tissue ingrowth, vascularisation and nutrient delivery to the centre of the scaffold. 3D bioactive glass scaffolds have been produced, by foaming sol-gel derived bioactive glasses. The method to produce foams with a modal macropore diameter of 100 m, and a handling strength suitable for cell culture, was to foam 50 ml batches of sol with the aid of a surfactant and gelling agent. In vitro and in vivo tests show that the scaffolds have high potential to be used in bone tissue engineering applications. Larger batches are required to produce scaffolds commercially. The aim of this work was to investigate how the process could be up-scaled for commercial use. This study shows that foaming larger aliquots of sol decreased the scaffold porosity and interconnectivity and investigates methods of modifying the process to obtain large quantities of foam scaffolds with pores in excess of 100 m. The optimum method to produce foams of similar pore structure from 200 ml sol to those produced from 50 ml sol comprised of adding 3 ml surfactant and 12 ml dionised water to the sol to start foaming and injecting a gas mixture (70% helium, 30% nitrogen) at 0.2 bar while applying vigorous agitation.     

Kinematical separation of α-n final-state interaction at 50 MeV incident energy

A kinematically complete experiment has been performed to study the α-n final-state interaction (FSI) in the α + d ↦α + p + n break-up reaction at 50 MeV incident energy for the alpha-particles. For this, we have chosen four pairs of correlation angles for the outgoing alpha and protons. These are ( θ_α = 18^°, θ_p = 42^°), ( θ_α = 20^°, θ_p = 45^°), ( θ_α = 22^°, θ_p = 42^°) and ( θ_α = 22^°, θ_p = 47^°), selected kinematically where the allowed phase spaces are in favor of the α-n final-state interaction. Our experimental data show strong α-n FSI in all the selected configurations. Also, the FSI is found to be stronger at the lower alpha-particle energy when two FSI peaks appear in the same configuration. Received: 17 June 2002 / Accepted: 3 October 2002 / Published online: 4 February 2003 RID="a" ID="a"e-mail: dey_s2001@yahoo.com; Present address: 445 Waupelani Drive, Apt. F3, State College, PA 16801, USA. Communicated by M. Gar?on     

Study of gain flatness for multi-channel amplification in single stage EDFA for WDM applications

In this paper, gain flatness is studied for simultaneous 16-ITU-T channel amplifications at C-band (1,532–1,558 nm) in a single stage EDFA for WDM application at different average inversion levels. The inversion levels are varied due to the change of the input signal levels from the targeted operating point and also for dropping few numbers of channels. Specially designed gain flattening filter (GFF) is used in order to get the flat gain with gain variation ±0.5 dB for −20 dBm/ch input signal power (total input signal power is −8.0 dBm) at a fixed average inversion level which is maintained by proper selection of optimum fibre length and pump power. A specific loss spectrum of GFF is obtained by writing a chirped fibre Bragg grating of length 20 mm. Gain variations are studied by changing the total input signal levels from −8.0 dBm to −20.0 dBm and maintained within 20.0 ± 0.5 dB by using automatic gain control (AGC) circuit. About 15 out of 16 channels are dropped and observed ± 0.5 dB gain-variation which is an important parameter in optical network system.