01540nas a2200217 4500008004100000022001400041245013800055210006900193260000800262300001100270490000700281520072400288653001301012653003201025653003701057653003101094100001901125700002201144700002801166856012801194 2019 eng d a0040-403900aEfficient and convenient route for the synthesis of thiophene-2-carboxamidines as potential inhibitors of nitric oxide synthase (NOS)0 aEfficient and convenient route for the synthesis of thiophene2ca cNOV a1512540 v603 a

A mild and efficient synthesis of substituted thiophene-2-carboxamidines which are potent inhibitors of nitric oxide synthase (NOS) is reported herein. The key step involves reaction of a BOC-protected imidazolyl thiophene-2-carboxamidine reactive intermediate with various primary amines to form BOC-thio-phene-2-carboxamidines which could be readily deprotected using TFA to furnish free carboxamidines. The method is very mild and tolerates diverse substituents including sensitive peptide and amino acid fragments. This new methodology represents a substantial improvement to the literature method owing to its simplicity and hassle-free purification procedures. (C) 2019 Elsevier Ltd. All rights reserved.

10aAmidines10aNitric oxide synthase (NOS)10aNitric oxide synthase inhibitors10aThiophene-2-carboxamidines1 aRashid, P., P.1 aSingh, Dharmendra1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/efficient-and-convenient-route-synthesis-thiophene-2-carboxamidines-potential-inhibitors01734nas a2200277 4500008004100000022001400041245008800055210006900143260000800212300001100220490000700231520084400238653002101082653001601103653001401119653002301133100002401156700002201180700002501202700002201227700001601249700002601265700001901291700002801310856011801338 2020 eng d a0960-894X00aNovel cilengitide-based cyclic RGD peptides as alpha nu beta(3) integrin inhibitors0 aNovel cilengitidebased cyclic RGD peptides as alpha nu beta3 int cAPR a1270390 v303 a

In this letter, we report a series of five new RGD-containing cyclic peptides as potent inhibitors to alpha nu beta(3) integrin protein. We have incorporated various unnatural lipophilic amino acids into the cyclic RGD framework of cilengitide, which is selective for alpha nu beta(3) integrin. All the newly synthesized cyclic peptides were evaluated in vitro solid phase binding assay and investigated for their binding behaviour towards integrin subtypes. All the cyclic peptides were synthesized in excellent yield following solution-phase coupling strategy. The cyclic RGD peptides 1a-e exhibited IC50 of 9.9, 5.5, 72, 11 and 3.3 nM, respectively, towards a alpha nu beta(3) integrin protein. This finding offers further opportunities for the introduction unusual amino acids into the cyclic peptide framework of cilengitide.

10aAnticancer drugs10aCilengitide10aIntegrins10aRGD cyclicpeptides1 aMeena, Chhuttan, L.1 aSingh, Dharmendra1 aWeinmueller, Michael1 aReichart, Florian1 aDangi, Abha1 aMarelli, Udaya, Kiran1 aZahler, Stefan1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/novel-cilengitide-based-cyclic-rgd-peptides-alpha-nu-beta3-integrin-inhibitors01202nas a2200217 4500008004100000022001400041245012100055210006900176260000900245300001400254490000700268520042400275100002400699700002200723700002400745700001900769700001900788700001900807700002800826856013000854 2021 eng d a0022-326300aTriazine-based janus G-C nucleobase as a building block for self-assembly, peptide nucleic acids, and smart polymers0 aTriazinebased janus GC nucleobase as a building block for selfas cFEB  a3186-31950 v863 a

This communication reports on the utility of a triazine-based self-assembling system, reminiscent of a Janus G-C nucleobase, as a building block for developing (1) supramolecular polymers, (2) peptide nucleic acids (PNAs), and (3) smart polymers. The strategically positioned self-complementary triple H-bonding arrays DDA and AAD facilitate efficient self-assembly, leading to a linear supramolecular polymer.

1 aMeena, Chhuttan, L.1 aSingh, Dharmendra1 aKizhakeetil, Bhavya1 aPrasad, Manasa1 aGeorge, Malini1 aTothadi, Srinu1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/triazine-based-janus-g-c-nucleobase-building-block-self-assembly-peptide-nucleic-acids-and01575nas a2200193 4500008004100000022001400041245016200055210006900217260000900286300001600295490000700311520081500318100002201133700001901155700002401174700002601198700002801224856012901252 2023 eng d a0022-326300aCarbamate-Protected (BOC and O-NB) 2-Aminopyrimidinedione-based janus G-C nucleobase motifs as building blocks for supramolecular assembly and smart polymers0 aCarbamateProtected BOC and ONB 2Aminopyrimidinedionebased janus  cOCT  a14953-149590 v883 a

In this paper, we report ``carbamate protected'' 2-aminopyrimidinedione-based Janus G-C nucleobases (2-APD Janus G-C nucleobases) featuring polymerizable groups and self-complementary triple H-bonding motifs DDA and AAD as building blocks for developing smart polymers and self-healing materials. The carbamate-masked H-bonding motif, cleavable under acidic (BOC group) or photocleavable (O-nitrobenzyl group) conditions, would facilitate the synthesis of smart polymers by alleviating aggregation during polymerization which in turn would exclude self-assembly-assisted solubility issues. Ready accessibility in excellent yields coupled with the possibility for facile introduction of polymerizable groups would make these building blocks excellent candidates for diverse polymerization applications.

1 aSingh, Dharmendra1 aLakshmi, Durga1 aMeena, Chhuttan, L.1 aKrishna, Gamidi, Rama1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/carbamate-protected-boc-and-o-nb-2-aminopyrimidinedione-based-janus-g-c-nucleobase-motifs02862nas a2200205 4500008004100000245017400041210006900215260000800284300001200292490000700304520205400311100001702365700002502382700001902407700002502426700002202451700002802473700002402501856013102525 2024 eng d00aBlock copolymer self-assembly: exploitation of hydrogen bonding for nanoparticle morphology control via incorporation of triazine based comonomers by RAFT polymerization0 aBlock copolymer selfassembly exploitation of hydrogen bonding fo cOCT a24011290 v203 a

Synthesis of polymeric nanoparticles of controlled non-spherical morphology is of profound interest for a wide variety of potential applications. Self-assembly of amphiphilic diblock copolymers is an attractive bottom-up approach to prepare such nanoparticles. In the present work, RAFT polymerization is employed to synthesize a variety of poly(N,N-dimethylacrylamide)-b-poly[butyl acrylate-stat-GCB] copolymers, where GCB represents vinyl monomer containing triazine based Janus guanine-cytosine nucleobase motifs featuring multiple hydrogen bonding arrays. Hydrogen bonding between the hydrophobic blocks exert significant influence on the morphology of the resulting nanoparticles self-assembled in water. The Janus feature of the GCB moieties makes it possible to use a single polymer type in self-assembly, unlike previous work exploiting, e.g., thymine-containing polymer and adenine-containing polymer. Moreover, the strength of the hydrogen bonding interactions enables use of a low molar fraction of GCB units, thereby rendering it possible to use the present approach for copolymers based on common vinyl monomers for the development of advanced nanomaterials.

1 aHaque, Farah1 aThompson, Steven, W.1 aIshizuka, Fumi1 aKuchel, Rhiannon, P.1 aSingh, Dharmendra1 aSanjayan, Gangadhar, J.1 aZetterlund, Per, B. uhttps://library.ncl.res.in/content/block-copolymer-self-assembly-exploitation-hydrogen-bonding-nanoparticle-morphology-control00858nas a2200229 4500008004100000022001400041245013800055210006900193260000900262300001400271490000600285653002800291653001900319653002000338653002800358100002500386700001500411700002200426700002800448700002400476856012800500 2024 eng d a2637-610500aSynthesis and film formation of aqueous emulsion polymer latexes featuring hydrogen bonding via a janus guanine-cytosine base monomer0 aSynthesis and film formation of aqueous emulsion polymer latexes cMAY  a6495-65070 v610aEmulsion polymerization10aFilm formation10aHydrogenbonding10aSupramolecular networks1 aThompson, Steven, W.1 aLi, Joanna1 aSingh, Dharmendra1 aSanjayan, Gangadhar, J.1 aZetterlund, Per, B. uhttps://library.ncl.res.in/content/synthesis-and-film-formation-aqueous-emulsion-polymer-latexes-featuring-hydrogen-bonding02423nas a2200217 4500008004100000022001400041245014000055210006900195260000900264300001600273490000700289520161200296100001701908700002501925700001901950700003001969700002201999700002802021700002402049856013202073 2025 eng d a0024-929700aMorphology rearrangement by mixing of internally hydrogen-bonded nanoparticles comprising triazine-based amphiphilic diblock copolymers0 aMorphology rearrangement by mixing of internally hydrogenbonded  cNOV  a11611-116200 v583 a

The self-assembly of block copolymers holds significant potential for designing functional nanoparticles in materials science, nanomedicine, and nanotechnology. While the self-assembly of amphiphilic diblock copolymers is relatively well understood, the influence of specific supramolecular interactions, particularly hydrogen bonding, in directing their morphological behavior remains largely unexplored. In this study, it was demonstrated that nanoparticles self-assembled in water/DMSO (75/25 vol/vol; 2 mg/mL) comprising amphiphilic diblock copolymers with a small amount of triazine-based guanine-cytosine (GCB) motifs incorporated in the hydrophobic block can undergo spontaneous rearrangement into new morphologies on mixing. For example, mixing spheres with vesicles resulted in spontaneous transformation into worms (nanofibers), and this transformation was accelerated at elevated temperature. The hydrogen bonding motif features three complementary hydrogen bonding sites on either side of the nucleobase unit, thereby having a Janus character. Amphiphilic diblock copolymers comprising dimethyl acrylamide (hydrophilic segment) and n-butyl acrylate (hydrophobic segment) were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization with a variable content of acrylate monomer functionalized with the Boc-protected form of the GCB motif as part of the hydrophobic segment. The present work represents a completely new approach for controlling self-assembly processes, paving the way for the design of functional nanoparticles for a range of applications.

1 aHaque, Farah1 aThompson, Steven, W.1 aIshizuka, Fumi1 avan der Tol, Joost, J. B.1 aSingh, Dharmendra1 aSanjayan, Gangadhar, J.1 aZetterlund, Per, B. uhttps://library.ncl.res.in/content/morphology-rearrangement-mixing-internally-hydrogen-bonded-nanoparticles-comprising-triazine02608nas a2200253 4500008004100000022001400041245011100055210006900166260000800235300001600243490000600259520173400265653001601999653002102015653001802036653001702054653002802071100002402099700002302123700002202146700002902168700002702197856013002224 2025 eng d a2637-610500aTriple G-C-T base-coded nucleobase self-assembling monomers featuring polymerizable groups for 3D printing0 aTriple GCT basecoded nucleobase selfassembling monomers featurin cNOV a15619-156280 v73 a

Self-assembling monomers (SAMs) offer a versatile strategy for enhancing the performance of photoresins in Digital Light Processing (DLP) 3D printing. In this work, we report the design and synthesis of two photoprintable, nucleobase-inspired SAMs featuring a triple G-C-T base-coded hydrogen-bonding motif. This SAM was formulated using 2-hydroxyethyl acrylate (2-HEA), 1,6-hexanediol diacrylate (HDDA), and diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO) to prepare UV-curable resins suitable for high-resolution DLP printing. Remarkably, the printed samples exhibited supramolecular self-assembly, facilitated by dynamic hydrogen bonding, demonstrating a notable enhancement in thermal and mechanical performance when compared to the control sample. Thermal properties evaluated by a differential scanning calorimeter revealed an increase in the glass transition temperature (T-g) from 15 degrees C to 54 degrees C for SAM-incorporated printed materials. Mechanical testing demonstrated a >200% increase in toughness and >150% improvement in tensile strength relative to the unmodified resin while maintaining or exceeding the original elongation at break (up to similar to 74%). Variable-temperature FTIR spectroscopy confirmed the presence of thermally responsive supramolecular interactions. Notably, self-healing behavior was observed in both GCT-A 15 wt % and GCT-S 15 wt % formulations, indicating partial recovery of mechanical integrity under mild thermal conditions due to reversible hydrogen bonding. These findings demonstrate the potential of SAMs as functional additives for developing robust, thermally stable, and self-healing DLP-printed materials for advanced engineering applications.

10a3D printing10ahydrogen bonding10aSelf-assembly10aSelf-healing10aTriple G-C-T nucleobase1 aGawande, Akshay, J.1 aKamble, Ganesh, N.1 aSingh, Dharmendra1 aSanjayan, Gangadhar., J.1 aNair, Kiran, Sukumaran uhttps://library.ncl.res.in/content/triple-g-c-t-base-coded-nucleobase-self-assembling-monomers-featuring-polymerizable-groups01381nas a2200205 4500008004100000022001400041245015300055210006900208260000800277300001400285490000700299520061300306100002200919700001900941700001700960700001800977700002700995700002801022856012501050 2025 eng d a0022-326300aTriple G-C-T base-coded self-assembling water-soluble nucleobase monomers with a broad scope for biomaterial and protein bioconjugation applications0 aTriple GCT basecoded selfassembling watersoluble nucleobase mono cFEB a2822-28290 v903 a

We report self-assembling water-soluble nucleobase monomers with a broad scope for biomaterial and protein bioconjugation applications. These nucleobase monomers are adorned with nature-inspired triple G-C-T nucleobases featuring three recognition sites: DDA (G mimic), DAA (C mimic), and ADA (T mimic). Using readily accessible starting materials, these monomers can be synthesized in excellent yields, making them good choices for diverse applications. Their unique structural features, coupled with their water solubility, may offer exciting opportunities for the creation of new biomaterials.

1 aSingh, Dharmendra1 aGone, Nilu, V.1 aBandi, Kiran1 aDavis, Disiya1 aNair, Kiran, Sukumaran1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/triple-g-c-t-base-coded-self-assembling-water-soluble-nucleobase-monomers-broad-scope