02173nas a2200205   4500008004100000022001400041245010300055210006900158260011000227300001400337490000700351520135100358100002001709700002301729700001801752700001801770700003201788700002201820856012501842       2009                        eng d  a0959-942800aClickable SBA-15 mesoporous materials: synthesis, characterization and their reaction with alkynes0 aClickable SBA15 mesoporous materials synthesis characterization   aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJAN  a1409-14160 v193 a<p>SBA-15 mesoporous silica has been functionalized with azidopropyl groups through both one-pot co-condensation and post-synthetic grafting. For both these methodologies, azidopropyltriethoxysilane was used to introduce the azidopropyl groups. The azidopropyl modified SBA-15 material synthesized by one-pot co-condensation had hexagonal crystallographic order, pore diameters up of 50 angstrom, and the content of azidopropyl groups was found to be 1.3 mmol g(-1). The presence of the azidopropyl group was confirmed by multinuclear ((13)C, (29)Si) solid state NMR and IR spectroscopy. Both these materials underwent very efficient Cu(I)-catalyzed azide alkyne ``click'' reaction (CuAAC) with a variety of alkynes. Nearly 85% of the azide present in the SBA-15 material was converted to the corresponding triazole when propargyl alcohol was used as the substrate. This methodology was also used to incorporate mannose into SBA-15. Incubation of this mannose labeled SBA-15 with fluorescein labeled Concanavalin-A led to the formation of a fluorescent silica-protein hybrid material. The ease of synthesis for the azide labeled SBA-15 material together with its ability to undergo very efficient chemoselective CuAAC in water would make it a very attractive platform for the development of covalently anchored catalysts, enzymes and sensors.</p>1 aMalvi, Bharmana1 aSarkar, Bibhas, R.1 aPati, Debasis1 aMathew, Renny1 aAjithkumar, Thalasseril, G.1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/clickable-sba-15-mesoporous-materials-synthesis-characterization-and-their-reaction-001420nas a2200181   4500008004100000022001400041245013000055210006900185260011000254300001200364490000600376520064300382100001801025700002201043700002001065700002201085856013101107       2011                        eng d  a1759-995400aSynthesis of glycopolypeptides by the ring opening polymerization of O-glycosylated-alpha-amino acid N-carboxyanhydride (NCA)0 aSynthesis of glycopolypeptides by the ring opening polymerizatio  aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcFEB  a805-8110 v23 a<p>The novel synthesis of O-glycosylated lysine-NCA from a stable glycosyl donor and a commercially available protected amino acid in very high yield is reported. These O-glycosylated lysine-NCA monomers underwent ring opening polymerization using simple primary amine initiators to form well defined, high molecular weight homoglycopolypeptides and diblock co-glycopolypeptides. The synthesis of azide labelled end functionalized glycopolypeptides and amphiphilic diblock copolypeptides is also reported. This methodology represents an easy and practical route to the synthesis of O-glycosylated polypeptides with 100% glycosylation.</p>1 aPati, Debasis1 aShaikh, Ashif, Y.1 aHotha, Srinivas1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/synthesis-glycopolypeptides-ring-opening-polymerization-o-glycosylated-alpha-amino-acid-n-002126nas a2200217   4500008004100000022001400041245009900055210006900154260007100223300001400294490000700308520131800315100001801633700002201651700001601673700002601689700002101715700002001736700002201756856013001778       2012                        eng d  a1525-779700aControlled synthesis of O-glycopolypeptide polymers and their molecular recognition by lectins0 aControlled synthesis of Oglycopolypeptide polymers and their mol  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcMAY  a1287-12950 v133 a<p>The facile synthesis of high molecular weight water-soluble O-glycopolypeptide polymers by the ring-opening polymerization of their corresponding N-carboxyanhydride (NCA) in very high yield (overall yield &gt; 70%) is reported. The per-acetylated-O-glycosylated lysine-NCA monomers, synthesized using stable glycosyl donors and a commercially available protected amino acid in very high yield, was polymerized using commercially available amine initiators. The synthesized water-soluble glycopolypeptides were found to be alpha-helical in aqueous solution. However, we were able to control the secondary conformation of the glycopolypeptides (alpha-helix vs nonhelical structures) by polymerizing raceznic amino acid glyco NCAs. We have also investigated the binding of the glycopolypeptide poly(alpha-manno-O-lys) with the lectin Con-A using precipitation and hemagglutination assays as well as by isothermal titration calorimetry (ITC). The ITC results clearly show that the binding process is enthalpy driven for both alpha-helical and nonhelical structures, with negative entropic contribution. Binding stoichiometry for the glycopolypeptide poly(alpha-manno-O-lys) having a nonhelical structure was slightly higher as compared to the corresponding polypeptide which adopted an alpha-helical structure.</p>1 aPati, Debasis1 aShaikh, Ashif, Y.1 aDas, Soumen1 aNareddy, Pavan, Kumar1 aSwamy, Musti, J.1 aHotha, Srinivas1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/controlled-synthesis-o-glycopolypeptide-polymers-and-their-molecular-recognition-lectins-001683nas a2200205   4500008004100000022001400041245011400055210006900169260007100238300001400309490000800323520088500331100001801216700002001234700001601254700002701270700002201297700002601319856013201345       2012                        eng d  a0002-786300aMultiple topologies from glycopolypeptide-dendron conjugate self-assembly: nanorods, micelles, and organogels0 aMultiple topologies from glycopolypeptidedendron conjugate selfa  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcAPR  a7796-78020 v1343 a<p>Glycopolypeptides (GPs) were synthesized by ring-opening polymerization of glycosylated N-carboxyanhydride monomer and attached to hydrophobic dendrons at one chain end by ``click'' reaction to obtain amphiphilic anisotropic macromolecules. We show that by varying polypeptide chain length and dendron generation, an organogel was obtained in dimethylsulfoxide, while nanorods and micellar aggregates were observed in aqueous solutions. Assemblies in water were characterized by electron microscopy and dye encapsulation. Secondary structure of the GP chain was shown to affect the morphology, whereas the chain length of the poly(ethylene glycol) linker between the GP and dendron did not alter rod-like assemblies. Bioactive surface chemistry of these assemblies displaying carbohydrate groups was demonstrated by interaction of mannose-functionalized nanorods with ConA.</p>1 aPati, Debasis1 aKalva, Nagendra1 aDas, Soumen1 aKumaraswamy, Guruswamy1 aGupta, Sayam, Sen1 aAmbade, Ashootosh, V.  uhttps://library.ncl.res.in/content/multiple-topologies-glycopolypeptide-dendron-conjugate-self-assembly-nanorods-micelles-and-000496nas a2200133   4500008004100000022001400041245005300055210005200108260006700160490000800227100001800235700002200253856008700275       2012                        eng d  a0065-772700aSynthesis and self-assembly of glycopolypeptides0 aSynthesis and selfassembly of glycopolypeptides  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAmer Chem SoccMAR0 v2431 aPati, Debasis1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/synthesis-and-self-assembly-glycopolypeptides-002364nas a2200193   4500008004100000022001400041245009200055210006900147260007100216300001400287490000700301520165100308100001601959700001801975700001701993700001702010700002202027856012102049       2012                        eng d  a1525-779700aSynthesis of silk fibroin-glycopolypeptide conjugates and their recognition with lectin0 aSynthesis of silk fibroinglycopolypeptide conjugates and their r  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcNOV  a3695-37020 v133 a<p>Silk fibroin (SF), the natural fibrous protein created by the Bombyx mori silk worm, is being increasingly excellent mechanical strength, high oxygen/water permeability, excellent mechanical strength; high oxygen/water:permeability, and biocompatibility: :It is also well known that surface. modification of SF, With Organic ligands such as the extracellular protein :binding. Arg-Gly-Asp, (RGD) peptides:,: help adhesion and,proliferation. of cells better-a key; requirement for it to function as extracellular. matrices; In this, Work, We have conjugated synthetic glycopolypeptides (GPs) that were synthesized by controlled ring opening polymerization of alpha-manno-lys N-carboxyanhydrides (NCAs) onto SF by using Cu catalyzed click reaction to synthesize 1 a new hybrid :Material (SF GP), Which We believe will have :both the mechanical properties of native SF and the molecular recognition property of the carbohydrates in the GP. By controlling the :amount of GP grafted onto SF, we have made three SF GP conjugates that differ in their ability to assemble into films. SF GP conjugates having a very high content of GP formed completely water soluble brush like polymer that displayed very high affinity toward the lectin concanavalin-A (Con-A) Films cast from SF-GP conjugates using lower amounts of grafted GP were more stable in water, and the stability can be modulated by varying the amount of G grafted. The water insoluble film SF-GP(25) was also found to bind to fluorescently labeled Con A, as was seen by confocal microscopy Such SF-GP hybrid films may be useful as mimics of extracellular matrices for tissue engineering:</p>1 aDas, Soumen1 aPati, Debasis1 aTiwari, Neha1 aNisal, Anuya1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/synthesis-silk-fibroin-glycopolypeptide-conjugates-and-their-recognition-lectin-002237nas a2200205   4500008004100000022001400041245012400055210006900179260007100248300001400319490000700333520144600340100002201786700001601808700001801824700002001842700002201862700002001884856012701904       2014                        eng d  a1525-779700aCationic charged helical glycopolypeptide using ring opening polymerization of 6-deoxy-6-azido-glyco-N-carboxyanhydride0 aCationic charged helical glycopolypeptide using ring opening pol  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcOCT  a3679-36860 v153 a<p>Glycopolypeptides with a defined secondary structure are of significance in understanding biological phenomena. Synthetic glycopolypeptides, or polypeptides featuring pendant carbohydrate moieties, have been of particular interest in the field of tissue engineering and drug delivery. In this work, we have synthesized charged water-soluble glycopolypeptides that adopt a helical conformation in water. This was carried out by the synthesis of a glyco-N-carboxyanhydride (glyco-NCA) containing an azide group at the sixth position of the carbohydrate ring. Subsequently, the NCA was polymerized to obtain azide-containing glycopolypeptides having good control over molecular weight and polydispersity index (PDI) in high yields. We were also able to control the incorporation of the azide group by synthesizing random co-glycopolypeptide containing 6-deoxy-6-azido and regular 6-OAc functionalized glucose. This azide functionality allows for the easy attachment of a bioactive group, which could potentially enhance the biological activity of the glycopolypeptide. We were able to obtain water-soluble charged glycopolypeptides by both reducing the azide groups into amines and using CuAAC with propargylamine. These charged glycopolypeptides were shown to have a helical conformation in water. Preliminary studies showed that these charged glycopolypeptides showed good biocompatibility and were efficiently taken up by HepG2 cells.</p>1 aShaikh, Ashif, Y.1 aDas, Soumen1 aPati, Debasis1 aDhaware, Vinita1 aGupta, Sayam, Sen1 aHotha, Srinivas  uhttps://library.ncl.res.in/content/cationic-charged-helical-glycopolypeptide-using-ring-opening-polymerization-6-deoxy-6-002126nas a2200229   4500008004100000022001400041245016200055210006900217260007100286300001200357490000700369520122300376100001801599700001601617700002401633700002001657700002301677700002001700700002601720700002201746856012801768       2016                        eng d  a1525-779700aTunable nanocarrier morphologies from glycopolypeptide-based amphiphilic biocompatible star copolymers and their carbohydrate specific intracellular delivery0 aTunable nanocarrier morphologies from glycopolypeptidebased amph  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcFEB  a466-4750 v173 a<p>Nanocarriers with carbohydrates on the surface represent a very interesting class of drug-delivery vehicles because carbohydrates are involved in biomolecular recognition events in vivo. We have synthesized biocompatible miktoarm star copolymers comprising glycopolypeptide and poly(e-caprolactone) chains using ring-opening polymerization and ``click chemistry''. The amphiphilic copolymers were self-assembled in water into morphologies such as nanorods, polymersomes, and micelles with carbohydrates displayed on the surface. We demonstrate that the formation of nanostructure could be tuned by chain length of the blocks and was not affected by the type of sugar residue. These nanostructures were characterized in detail using a variety of techniques such as TEM, AFM, cryogenic electron microscopy, spectrally resolved fluorescence imaging, and dye encapsulation techniques. We show that it is possible to sequester both hydrophobic as well as hydrophilic dyes within the nanostructures. Finally, we show that these noncytotoxic mannosylated rods and polymersomes were selectively and efficiently taken up by MDA-MB-231 breast cancer cells, demonstrating their potential as nanocarriers for drug delivery.</p>1 aPati, Debasis1 aDas, Soumen1 aPatil, Naganath, G.1 aParekh, Nimisha1 aAnjum, Dalaver, H.1 aDhaware, Vinita1 aAmbade, Ashootosh, V.1 aGupta, Sayam, Sen  uhttps://library.ncl.res.in/content/tunable-nanocarrier-morphologies-glycopolypeptide-based-amphiphilic-biocompatible-star-1