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Search for "protein" in Full Text gives 662 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.
α-Ketol and α-iminol rearrangements in synthetic organic and biosynthetic reactions
Beilstein J. Org. Chem. 2021, 17, 2570–2584, doi:10.3762/bjoc.17.172
- compound was less active at inhibiting protein translation [14]. Triumphalone (41) and isotriumphalone (42) represent a class of oxidized phloroglucinol natural products isolated from the Australian plant Melaleuca triumphalis. In their total synthesis of these two compounds in racemic form, Nishimura et
Cryogels: recent applications in 3D-bioprinting, injectable cryogels, drug delivery, and wound healing
Beilstein J. Org. Chem. 2021, 17, 2553–2569, doi:10.3762/bjoc.17.171
- pores of the gel. These cell-attracting properties suggest that the use of cryogelated GelMA as a method for cell-integrated scaffolding and protein release for applications in biomaterials-based therapy is a viable option. Similar work was carried out by Lai et al. [79], whereby the polymerisation of
- such as antimicrobial properties. A work reported by Koshy et al. in 2018 was testing the use of injectable nanocomposite cryogels for versatile protein-drug delivery [37]. Injectable and porous cryogels were prepared using a bio-orthogonal click chemistry crosslinking approach with alginate employing
- , degradation, and protein adsorption properties, demonstrating potential as a haemostatic dressing. The healing of wounds to skin tissue takes place over a much shorter time scale than the regeneration of bone tissue in fractures and breaks [118][119]. It has been reported that the majority of skin tissue
Targeting active site residues and structural anchoring positions in terpene synthases
Beilstein J. Org. Chem. 2021, 17, 2441–2449, doi:10.3762/bjoc.17.161
- , turning SmTS1 from a sesterterpene into a diterpene synthase. This article gives rational explanations for these findings that may generally allow for protein engineering of other terpene synthases to improve their catalytic efficiency or to change their functions. Keywords: biosynthesis; enzyme
- expression plasmids for the G184L and A222V enzyme variants. All SmTS1 derivatives were expressed, purified and adjusted to the same protein concentration (80 μg mL−1), with the exception of the R228L variant that was obtained with very low yields in the soluble fraction and thus not further studied
- activity. Similar observations were recently made for spiroalbatene synthase from Allokutzneria albata, in which the otherwise highly conserved Ser within the NSE triad is naturally substituted by Gly. In this case, the G229S enzyme variant did not yield any soluble protein, possibly because the
Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4-c]carbazoles via domino Diels–Alder reaction
Beilstein J. Org. Chem. 2021, 17, 2425–2432, doi:10.3762/bjoc.17.159
- alkaloids and pharmacologically active compounds representing a broad spectrum of important bioactivities such as anticancer, antituberculosis, anti-protein kinase C, antipsychotic, and antioxidative activities [1][2][3][4][5]. For some examples, carprofen is a nonsteroidal anti-inflammatory pharmaceutical
Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands
Beilstein J. Org. Chem. 2021, 17, 2302–2314, doi:10.3762/bjoc.17.148
- ]. PENAO triggers cell apoptosis by targeting the ANT protein, which is located in the mitochondria. More specifically, PENAO binds to the thiols located on the ANT peptide loops Cys57 and Cys257, which results in the formation of stable cyclic dithioarsinite complexes [5]. Arsenic drugs do not only bind
- to mitochondrial protein, but also chelates other cysteine-containing species. Several hundred good binding sites for trivalent arsenicals in each organ have been proposed [6][7], and more than 50 arsenic-binding proteins could be identified and analysed by Zhang et al. [8] and Yan et al. [9] using p
- non-specific protein absorption. Su et al. [40] investigated the effects of a protein corona on active and passive targeting using 20 different types of PEGylated gold nanoparticles, which were decorated with cyclic RGD (arginylglycylaspartic acid) peptides. As a result, the active targeting
(Phenylamino)pyrimidine-1,2,3-triazole derivatives as analogs of imatinib: searching for novel compounds against chronic myeloid leukemia
Beilstein J. Org. Chem. 2021, 17, 2260–2269, doi:10.3762/bjoc.17.144
- chromosome known as Philadelphia (Ph). Ph is the result of the reciprocal chromosomal conversion between the proto-oncogene Abl1 of chromosome 9 and the BCR gene on chromosome 22 [3][4]. Research activity on compounds able to act as protein tyrosine kinase inhibitors (TKIs), which has intensified since the
- TKIs that are even more potent than IMT, such as nilotinib [6][7]. These drugs act as inhibitors at the ATP binding site in the inactive form of BCR-Abl-1, preventing the binding of the protein to ATP in a competitive manner and resulting in the interruption of the substrate phosphorylation process and
- Virtual Docker v6.0 (MVD) program was used to predict the complexes and energies of interaction between the enzyme BCR-Abl 1 and inhibitors 2c, 2d, and 2g. The crystallographic structures of the enzyme BCR-Abl-1, complexed with IMT, were extracted from the Protein Data Bank (PDB code: 3PYY) [37]. The
Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
Beilstein J. Org. Chem. 2021, 17, 2194–2202, doi:10.3762/bjoc.17.141
- (Traders Protein) 1%, CaCO3 0.5%, and Diaion® HP-20 (Mitsubishi Chemical Corporation) 1% in distilled water of pH 7.0). The inoculated flasks were placed on a rotary shaker (200 rpm) at 30 °C for 7 days. For the production of nomimicin D (3), the seed culture (3 mL) was transferred into 20 500 mL K-1 flasks
Constrained thermoresponsive polymers – new insights into fundamentals and applications
Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138
- , the developed GA-polyHMPA initially exhibits UCST responsiveness, but can subsequently be slowly biodegraded to a fully water-soluble polymer (polyHMPA) via hydrolysis. Initial in vivo studies of a sustained release of either a hydrophilic model protein or a hydrophobic dye entrapped within the
An initiator- and catalyst-free hydrogel coating process for 3D printed medical-grade poly(ε-caprolactone)
Beilstein J. Org. Chem. 2021, 17, 2095–2101, doi:10.3762/bjoc.17.136
- mechanical properties, cytocompatibility, biodegradability, and good printing properties [8][14][15], it is a hydrophobic polymer and immersion into fluids can result in air bubble capture within the scaffold structure, biofouling and non-specific cell interactions [16]. Protein adsorption and denaturation
On the application of 3d metals for C–H activation toward bioactive compounds: The key step for the synthesis of silver bullets
Beilstein J. Org. Chem. 2021, 17, 1849–1938, doi:10.3762/bjoc.17.126
Cationic oligonucleotide derivatives and conjugates: A favorable approach for enhanced DNA and RNA targeting oligonucleotides
Beilstein J. Org. Chem. 2021, 17, 1828–1848, doi:10.3762/bjoc.17.125
- complement and improved nuclease resistance. Additionally, a 20-mer PS-ASO with nine incorporations of modification 34 near the 3’-end was introduced into A549 cells via the electroporation method to induce c-raf mRNA and protein knockdown. Improved activity of the modified PS-ASO relative to the unmodified
- lymphoma 2 (bcl-2) protein levels were examined. All PS-ASOs gave improved downregulation relative to the control (scrambled sequence), but only PS-ASOs carrying the nucleotides modified with spermine (i.e., monomer 49) or pentaamine (i.e., monomer 50) induced improved downregulation of gene expression
- protein interactions compared to the phosphodiester backbone [104]. In an effort to reduce the overall negative charge of the backbone, also a large number of different artificially linked backbone ONs has been synthesized, and a selected number of these can be seen in Table 8 and Table 9. The latter
Natural products in the predatory defence of the filamentous fungal pathogen Aspergillus fumigatus
Beilstein J. Org. Chem. 2021, 17, 1814–1827, doi:10.3762/bjoc.17.124
- -melanin. Additionally, the surfactant protein D (SP-D), a soluble C-type lectin receptor (CLR), is also able to recognise DHN-melanin and opsonize it to increase the immune response. However, MelLec receptors are only present on some endothelial and myeloid cells [156][157]. Fumigaclavines Fumigaclavine C
- [72]. It was further shown to be cytotoxic and inhibiting cell cycle progression at G2/M phase [163]. Fumitremorgin C was shown to effect mammalian cells and inhibit the breast cancer resistance protein which imparts multidrug resistance and thus resistance to chemotherapeutics in breast cancer
Sustainable manganese catalysis for late-stage C–H functionalization of bioactive structural motifs
Beilstein J. Org. Chem. 2021, 17, 1733–1751, doi:10.3762/bjoc.17.122
- protein–ligand binding properties as well as biological activities of small molecules, potentially leading to dramatic increases in potency, and thus has been widely explored in drug discovery [54][55][56]. Late-stage C–H methylation has recently been investigated using iron and cobalt catalysts as
A systems-based framework to computationally describe putative transcription factors and signaling pathways regulating glycan biosynthesis
Beilstein J. Org. Chem. 2021, 17, 1712–1724, doi:10.3762/bjoc.17.119
- the activity of promoter and enhancer regions through cap analysis of gene expression (CAGE), TF motif instances, and expression quantitative trait loci (eQTL) to evaluate weights (evidence scores) for TF–gene isoform relationships; and iii) integration of TF-binding motifs, protein–protein
- using ST6GALNAC3-6 and also ST8SIA1/3/5. 4) Dolichol pathway: This results in the formation of the dolichol-linked 14-monosaccharide precursor oligosaccharide. This glycan is cotranslationally transferred en bloc onto Asn-X-Ser/Thr sites of the newly synthesized protein as it enters the endoplasmic
- reticulum. The enzymes involved is such synthesis include the ALG (asparagine-linked N-glycosylation) enzymes and additional proteins (part of OSTA and OSTB) involved in the transfer of the glycan to the nascent protein. 5) Complex N-glycans: This pathway includes glycogenes responsible for processing the N
Volatile emission and biosynthesis in endophytic fungi colonizing black poplar leaves
Beilstein J. Org. Chem. 2021, 17, 1698–1711, doi:10.3762/bjoc.17.118
- , and heterologously expressed in Escherichia coli. To determine mono-, sesqui-, and diterpene-forming activity, the bacterial raw protein extracts were assayed with the substrates GPP, FPP, and GGPP, each in the presence of the co-substrate magnesium chloride. Both protein extracts containing the
- flow desalting column (GE Healthcare, Chicago, IL, USA) and eluted in extraction buffer. Enzyme assays were performed in a Teflon-sealed, screw-capped 1 mL GC glass vial containing 50 μL of the heterologously expressed protein and 50 µL assay buffer containing 50 μM substrate (GPP, (E,E)-FPP, or (E,E,E
Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications
Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116
- RNA–RNA kissing loop dimerization and RNA–protein binding [138]. Ly and co-workers developed Janus-wedge nucleobases that invade both dsDNA and dsRNA Watson–Crick base pairs from the minor groove side. At the time of writing, three Janus nucleobases, E, F, and I (Figure 9) have been reported for
- helix of the Antennapedia homeodomain) [167], Tat (14-amino acid peptide from HIV-1 TAT protein) [168], and transportan (chimeric 27-amino acid peptide derived from galanin and mastoparan) [169]. Corey and co-workers were the first to demonstrate that conjugation of an 11-mer PNA to penetratin peptide
Total synthesis of ent-pavettamine
Beilstein J. Org. Chem. 2021, 17, 1440–1446, doi:10.3762/bjoc.17.99
- substituted methylene linkage. Biological studies have shown that this toxin is responsible for “quick disease” (gousiekte) in ruminant animals, which causes inhibition of protein synthesis in the cardiovascular organs [13]. The unique structure coupled with the biological effects of this polyamine prompted
Double-headed nucleosides: Synthesis and applications
Beilstein J. Org. Chem. 2021, 17, 1392–1439, doi:10.3762/bjoc.17.98
- neurotoxin, which is an eosinophil secretion protein and a member of the Ribonuclease A (RNase A) superfamily [36]. Double-headed nucleosides were also found to be active against orthopox viruses, vaccinia virus, and cowpox virus under in vitro conditions [11], whereas few double-headed nucleoside analogues
Antiviral therapy in shrimp through plant virus VLP containing VP28 dsRNA against WSSV
Beilstein J. Org. Chem. 2021, 17, 1360–1373, doi:10.3762/bjoc.17.95
- degradation of antiviral RNA molecules. The present work demonstrates that VLPs (virus-like particles) allow efficient delivery of dsRNAi as antiviral therapy in shrimp. In particular, VLPs derived from a virus that infects plants, such as cowpea chlorotic mottle virus (CCMV), in which the capsid protein (CP
- of interest [12][13][14][15][16]. The antiviral response of RNAi is triggered by double-stranded RNA (dsRNA) to block the synthesis of a specific viral protein, in the case of WSSV the targets being the structural proteins VP19, VP24, VP26, and VP28, as they are involved in cell recognition, virus
- aquaculture. Materials and Methods dsRNAvp28. The VP28 dsRNA (dsRNAvp28) was generated based on the VP28 sequence of WSSV (GenBank: EU931451.1) [44]. The sequence is shown in Supporting Information File 1, Table ST1. The dsRNAvp28 was purchased from groRNA/Genolution company (South Korea). CCMV capsid protein
Synthesis of multiply fluorinated N-acetyl-D-glucosamine and D-galactosamine analogs via the corresponding deoxyfluorinated glucosazide and galactosazide phenyl thioglycosides
Beilstein J. Org. Chem. 2021, 17, 1086–1095, doi:10.3762/bjoc.17.85
- modulating their protein affinity, metabolic stability, and lipophilicity. Here we described the synthesis of a series of mono-, di- and trifluorinated N-acetyl-ᴅ-glucosamine and ᴅ-galactosamine analogs. The key intermediates are the corresponding multiply fluorinated glucosazide and galactosazide
Beyond ribose and phosphate: Selected nucleic acid modifications for structure–function investigations and therapeutic applications
Beilstein J. Org. Chem. 2021, 17, 908–931, doi:10.3762/bjoc.17.76
- improving metabolic stability, pairing properties (RNA affinity), protein binding and transport/cellular uptake are concerned, chemical modifications are a prerequisite for the discovery and development of oligonucleotide therapeutics [11][12][13][14][15]. Thus, the natural PS and 2'-OMe backbone
- modifications provide improved resistance to degradation by exo- and endonucleases and they both affect protein binding [16][17]. Eight of the now approved 13 oligonucleotide drugs feature the PS modification in the backbone and all four approved siRNA therapeutics: ONPATTRO® (patisiran, 2018), GIVLAARI
- nuclease-resistant probes for studying RNA–protein interactions [70]. To better elucidate the structural features of 3'-NP DNA responsible for this enhanced selective binding and stability, the Egli group determined the crystal structure of the fully modified 3'-NP DNA duplex with the sequence 5'-d
Enhanced target cell specificity and uptake of lipid nanoparticles using RNA aptamers and peptides
Beilstein J. Org. Chem. 2021, 17, 891–907, doi:10.3762/bjoc.17.75
- charged peptide Tat has previously been demonstrated to be effective as an excipient species to increase the uptake through the negatively charged BBB [9][18]. Tat (sequence: H-YGRKKRRQRRR-NH2) is an arginine-rich short cell-penetrating peptide derived from the natural nuclear Tat protein of HIV-1 [19][20
- ]. The HIV-1 Tat protein itself has been shown to traverse the BBB by acting as a cell-penetrating peptide [9][20]. Other small positively charged molecules used for BBB penetration include transferrin and corresponding peptide derivatives or analogs that act as ligands for the transferrin receptor. The
- exponential enrichment (SELEX) [30]. SELEX is an iterative process that begins with a large oligonucleotide library that, through a process of negative and positive selections, ends with a few candidates that are specific for a particular protein [30][31]. Using HIV-1 as our model, we explored the use of two
DNA with zwitterionic and negatively charged phosphate modifications: Formation of DNA triplexes, duplexes and cell uptake studies
Beilstein J. Org. Chem. 2021, 17, 749–761, doi:10.3762/bjoc.17.65
- parallel triple-helix structure, a polypyrimidine TFO binds to dsDNA through Hoogsteen base-pairing [17], in which the cytosine bases in the TFO are protonated at the N3 atom (Figure 1B). In antisense strategies, antisense ONs (AOs) interact with RNA molecules to interfere with protein expression [18][19
Simulating the enzymes of ganglioside biosynthesis with Glycologue
Beilstein J. Org. Chem. 2021, 17, 739–748, doi:10.3762/bjoc.17.64
- structures is evident in the knockouts of enzyme activities 8 and 9, which are unable to form terminal sialic acid or α-type structures. Knockout of ST3Gal-II (9) reduces GD1and GT1b levels in the brain by 50%, whereas brain-protein sialylation is unchanged [35]. A loss of ST3Gal-II also leads to late-onset
Designed whole-cell-catalysis-assisted synthesis of 9,11-secosterols
Beilstein J. Org. Chem. 2021, 17, 581–588, doi:10.3762/bjoc.17.52
- Pseudopterogorgia americana in 1972 (Figure 1B) [7], several others from the family have been reported [8][9][10][11][12][13][14]. The 9,11-secosterols exhibit diverse biological activities, including antihistaminic, antiproliferative, anti-inflammatory, cytotoxic and protein kinase C (PKC) inhibition activities [8
- -hydrocortisone, as a substrate [30]. For the construction of the biocatalyst, kshA5 and kshB genes from R. rhodochrous were codon-optimized for enhanced expression in E. coli and cloned into a pET21a protein expression plasmid. To obtain an active biocatalyst, the plasmid was transformed into an E. coli BL21
- (DE3) strain, and protein expression was induced by the addition of IPTG. Substrates of biocatalysis were added together with the IPTG inducer. The whole-cell biocatalysis was performed overnight at 30 °C in a rich medium with continuous shaking. Cell pellet and culture supernatant were collected the
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