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Search results for: Anthranilic Acid-13C6 C13C6H7NO2 CAS: 335081-06-6

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#32798712   2020/08/13 To Up

CRISPR/Cas9 mediated ryanodine receptor I4790M knockin confers unequal resistance to diamides in Plutella xylostella.

The diamondback moth Plutella xylostella is a major destructive pest of Brassica worldwide. P. xylostella has evolved resistance to nearly all commercial insecticides used for its control, including the most recent chemical class, diamide insecticides. Several studies show that the G4946E and I4790M mutations of ryanodine receptor (RyR) are strongly associated with diamide resistance in insects. While the pivotal functional role of G4946E in conferring diamide resistance phenotype has confirmed by several studies in different species, no direct evidence has unambiguously confirmed the functional significance of the single I4790M mutation in diamide resistance. Here, we successfully constructed a knockin homozygous strain (I4790M-KI) of P. xylostella using CRISPR/Cas9 coupled with homology directed repair approach to introduce I4790M into RyR. When compared with the background susceptible IPP-S strain, the manipulated I4790M-KI strain exhibited moderate resistance to the phthalic acid diamide flubendiamide (40.5-fold) and low resistance to anthranilic diamides chlorantraniliprole (6.0-fold) and cyantraniliprole (7.7-fold), with no changes to the toxicities of indoxacarb and β-cypermethrin. Furthermore, the acquired flubendiamide resistance was inherited in an autosomally recessive mode and significantly linked with the I4790M mutation of RyR in this I4790M-KI strain. Our findings provide in vivo functional evidence for the causality of I4790M mutation of PxRyR with moderate levels of resistance to flubendiamide in P. xylostella, and support the hypothesis that the diamide classes have different interactions with RyRs.
Xingliang Wang, Xiaowei Cao, Dong Jiang, Yihua Yang, Yidong Wu

1885 related Products with: CRISPR/Cas9 mediated ryanodine receptor I4790M knockin confers unequal resistance to diamides in Plutella xylostella.

100 μg100ug Lyophilized5025 100ug Lyophilized100ug Lyophilized100ug100 μg96tests100ug100ug100

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#32786854   2020/08/19 To Up

Synthesis, Insecticidal Evaluation, and 3D-QASR of Novel Anthranilic Diamide Derivatives Containing -Arylpyrrole as Potential Ryanodine Receptor Activators.

To cope with the global food shortage and insect pest, there is an urgent need to discover new pesticides with novel modes of actions. Ryanodine receptor (RyR) insecticides showed great promise in integrated pest management. Herein, we report the synthesis of novel anthranilic diamide derivatives incorporating pyrrole moieties targeting at insect RyRs. The structures were confirmed by H NMR, C NMR, F NMR, and high-resolution mass spectrometry. The preliminary bioassay results indicated that most of the title compounds showed good to excellent insecticidal activities against the oriental armyworm () and diamondback moth (). For the oriental armyworm, displayed the same level of larvicidal activity as the positive control chlorantraniliprole, with an LC value of 0.21 mg/L. For the diamondback moth, , , and exhibited higher insecticidal activities than chlorantraniliprole. In particular, had 50% larvicidal activity at 0.00001 mg/L. The calcium imaging technique was applied to study the effect of , and on the intracellular calcium ion concentration ([Ca]) in central neurons isolated from the oriental armyworm. The results indicated that the tested compounds, such as chlorantraniliprole, could activate the insect RyRs. Furthermore, comparative molecular field analysis and density functional theory calculations were carried out to study the structure-activity relationship.
Changchun Wu, Xiaobo Yu, Baolei Wang, Jingbo Liu, Fanfei Meng, Yangyang Zhao, Lixia Xiong, Na Yang, Yuxin Li, Zhengming Li

2643 related Products with: Synthesis, Insecticidal Evaluation, and 3D-QASR of Novel Anthranilic Diamide Derivatives Containing -Arylpyrrole as Potential Ryanodine Receptor Activators.

50 ug 100ug200ul1 kit10 plates100ug200ug50 ug 200ul5mg

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#32640364   2020/07/05 To Up

RIFM fragrance ingredient safety assessment, phenylethyl anthranilate, CAS Registry Number 133-18-6.

The existing information supports the use of this material as described in this safety assessment. Phenylethyl anthranilate was evaluated for genotoxicity, repeated dose toxicity, developmental and reproductive toxicity, local respiratory toxicity, phototoxicity/photoallergenicity, skin sensitization, and environmental safety. Data from phenylethyl anthranilate and the read-across analog cinnamyl anthranilate (CAS # 87-29-6) show that phenylethyl anthranilate is not expected to be genotoxic. The skin sensitization endpoint was completed using the DST for non-reactive materials (900 μg/cm); exposure is below the DST. The reproductive and local respiratory toxicity endpoints were evaluated using the TTC for a Cramer Class II material, and the exposure to phenylethyl anthranilate is below the TTC (0.009 mg/kg/day and 0.47 mg/day, respectively). Data on read-across analogs phenethyl alcohol (CAS # 60-12-8) and anthranilic acid (CAS # 118-92-3) provide a calculated MOE >100 for the repeated dose and developmental toxicity endpoints. The phototoxicity/photoallergenicity endpoints were evaluated based on UV spectra; phenylethyl anthranilate is not expected to be phototoxic/photoallergenic. The environmental endpoints were evaluated; phenylethyl anthranilate was found not to be PBT as per the IFRA Environmental Standards, and its risk quotients, based on its current volume of use in Europe and North America (i.e., PEC/PNEC), are <1.
A M Api, D Belsito, D Botelho, M Bruze, G A Burton, J Buschmann, M L Dagli, M Date, W Dekant, C Deodhar, M Francis, A D Fryer, L Jones, K Joshi, S La Cava, A Lapczynski, D C Liebler, D O'Brien, A Patel, T M Penning, G Ritacco, J Romine, N Sadekar, D Salvito, T W Schultz, I G Sipes, G Sullivan, Y Thakkar, Y Tokura, S Tsang

1928 related Products with: RIFM fragrance ingredient safety assessment, phenylethyl anthranilate, CAS Registry Number 133-18-6.

5 MG 500 G 1 G100 units 25 G3 mg 1 G400 assays 1KG 1 G 100 G 5 G

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#31238138   2019/06/22 To Up

RIFM fragrance ingredient safety assessment, linalyl anthranilate, CAS Registry Number 7149-26-0.


A M Api, D Belsito, D Botelho, M Bruze, G A Burton, J Buschmann, M L Dagli, M Date, W Dekant, C Deodhar, M Francis, A D Fryer, L Jones, K Joshi, S La Cava, A Lapczynski, D C Liebler, D O'Brien, A Patel, T M Penning, G Ritacco, J Romine, N Sadekar, D Salvito, T W Schultz, I G Sipes, G Sullivan, Y Thakkar, Y Tokura, S Tsang

2576 related Products with: RIFM fragrance ingredient safety assessment, linalyl anthranilate, CAS Registry Number 7149-26-0.

500 G 5 MG 25 MG100 units 1 G100 units 5 G400 assays 5 G100 MG 5 MG 25 G

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#31233872   2019/06/21 To Up

RIFM Fragrance ingredient safety assessment, cis-3-hexenyl anthranilate, CAS Registry Number 65405-76-7.


A M Api, D Belsito, D Botelho, M Bruze, G A Burton, J Buschmann, M L Dagli, M Date, W Dekant, C Deodhar, M Francis, A D Fryer, L Jones, K Joshi, S La Cava, A Lapczynski, D C Liebler, D O'Brien, A Patel, T M Penning, G Ritacco, J Romine, N Sadekar, D Salvito, T W Schultz, I G Sipes, G Sullivan, Y Thakkar, Y Tokura, S Tsang

2285 related Products with: RIFM Fragrance ingredient safety assessment, cis-3-hexenyl anthranilate, CAS Registry Number 65405-76-7.

500 G 5 MG 25 MG25 units 1 G25 units 5 G200 assays 5 G100 MG 5 MG 25 G

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#31018504   2019/04/23 To Up

Identification of the Actinomycin D Biosynthetic Pathway from Marine-Derived SCSIO ZS0073.

Bioactive secondary metabolites from are important sources of lead compounds in current drug development. SCSIO ZS0073, a mangrove-derived actinomycete, produces actinomycin D, a clinically used therapeutic for Wilm's tumor of the kidney, trophoblastic tumors and rhabdomyosarcoma. In this work, we identified the actinomycin biosynthetic gene cluster (BGC) by detailed analyses of the SCSIO ZS0073 genome. This organism produces actinomycin D with a titer of ~69.8 μg mL along with traces of actinomycin X. The cluster localized to a 39.8 kb length region consisting of 25 open reading frames (ORFs), including a set of four genes that drive the construction of the 4-methyl-3-hydroxy-anthranilic acid (4-MHA) precursor and three non-ribosomal peptide synthetases (NRPSs) that generate the 4-MHA pentapeptide semi-lactone, which, upon dimerization, affords final actinomycin D. Furthermore, the cluster contains four positive regulatory genes , which were identified by in vivo gene inactivation studies. Our data provide insights into the genetic characteristics of this new mangrove-derived actinomycin D bioproducer, enabling future metabolic engineering campaigns to improve both titers and the structural diversities possible for actinomycin D and related analogues.
Mengchan Liu, Yanxi Jia, Yunchang Xie, Chunyan Zhang, Junying Ma, Changli Sun, Jianhua Ju

1527 related Products with: Identification of the Actinomycin D Biosynthetic Pathway from Marine-Derived SCSIO ZS0073.

100 U 100 G96 wells (1 kit)102ug100.00 ug100 µg50ug50 IUInhibitors

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#29188079   2017/09/22 To Up

Structure-based design of functionalized 2-substituted and 1,2-disubstituted benzimidazole derivatives and their antibacterial efficacy.

The aim of this present study was to synthesize 2-substituted and 1,2-disubstituted benzimidazole derivatives to investigate their diversity for possible future drug design. The structure-based design of precursors 2-(1H-benzimidazol-2-yl)aniline , 2-(3,5-dinitro phenyl)-1H-benzimidazole and 2-benzyl-1H-benzimidazole were achieved by the condensation reaction of -phenylenediamine with anthranilic acid, 3,5-dinitrophenylbenzoic acid, and phenylacetic acid, respectively. The precursors , and , upon reaction with six different electrophile-releasing agents, furnished the corresponding 2-substituted benzimidazole, and 1,2-disubstituted benzimidazole derivatives and , respectively. The structural identity of the targeted compounds was authenticated by elemental analytical data and spectral information from FT-IR, UV, H, and C NMR. The outcome of the findings from the screening unveiled 2-benzyl-1-(phenylsulfonyl)-1H-benzimidazole as the most active derivative with lowest MIC value of 15.63 µg/mL.
Olayinka O Ajani, Olayinka O Tolu-Bolaji, Shade J Olorunshola, Yuxia Zhao, Damilola V Aderohunmu

1805 related Products with: Structure-based design of functionalized 2-substituted and 1,2-disubstituted benzimidazole derivatives and their antibacterial efficacy.

100 mg1000 tests100ug25 mg10 mg100ug500 MG50 mg25 mg1000 96T100ul

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#28912111   2017/09/12 To Up

CRISPR/Cas9 mediated G4946E substitution in the ryanodine receptor of Spodoptera exigua confers high levels of resistance to diamide insecticides.

Diamide insecticides selectively activate insect ryanodine receptors (RyRs), inducing uncontrolled release of calcium ions, and causing muscle contraction, paralysis and eventually death. The RyR substitution associated with diamide resistance has been identified in three lepidopteran pests, Plutella xylostella, Tuta absoluta and Chilo suppressalis. Recently, the T. absoluta RyR mutation was knocked into the model insect Drosophila melanogaster by CRISPR/Cas9 mediated genome editing and provided in vivo functional confirmation for its role in diamide resistance. In the present study, we successfully introduced the RyR mutation with CRISPR/Cas9 technology into a lepidopteran pest of global importance, Spodoptera exigua. The genome-edited strain (named 4946E) homozygous for the SeRyR mutation exhibited 223-, 336- and >1000-fold resistance to chlorantraniliprole, cyantraniliprole and flubendiamide, respectively when compared to the wild type strain (WHS) of S. exigua. Reciprocal crossing experiments revealed that the target-site resistance in strain 4946E underlies an autosomal and almost recessive mode of inheritance for anthranilic diamides, whereas it was completely recessive for flubendiamide. Our results not only provided in vivo functional validation of the RyR mutation in conferring high levels of resistance to diamide insecticides for the first time in a controlled genetic background of a lepidopteran pest, but also revealed slight differences on the level of resistance between anthranilic diamides (chlorantraniliprole and cyantraniliprole) and flubendiamide conferred by the SeRyR mutation.
Yayun Zuo, Hui Wang, Yanjun Xu, Jianlei Huang, Shuwen Wu, Yidong Wu, Yihua Yang

1976 related Products with: CRISPR/Cas9 mediated G4946E substitution in the ryanodine receptor of Spodoptera exigua confers high levels of resistance to diamide insecticides.

2 Pieces/Box2 Pieces/Box2 Pieces/Box2 Pieces/Box4 Arrays/Slide96 wells (1 kit)100ug

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#26905882   2016/02/12 To Up

Comparison of isocratic retention models for hydrophilic interaction liquid chromatographic separation of native and fluorescently labeled oligosaccharides.

In this work, we have investigated retention of maltooligosaccharides and their fluorescent derivatives in hydrophilic interaction liquid chromatography using four different stationary phases. The non-derivatized maltooligosaccharides (maltose to maltoheptaose) and their derivatives with 2-aminobenzoic acid, 2-aminobenzamide, 2-aminopyridine and 8-aminonaphthalene-1,3,6-trisulfonic acid were analyzed on silica gel, aminopropyl silica, amide (carbamoyl-bonded silica) and ZIC-HILIC zwitterionic sulfobetain bonded phase. The partitioning of the analytes between the bulk mobile phase and adsorbed water-rich layer, polar and ionic interactions of analytes with stationary phase have been evaluated and compared. The effects of the mobile phase additives (0.1% (v/v) of acetic acid and ammonium acetate in concentration range 5-30 mmol L(-1)) on retention were described. The suitability of different models for prediction of retention was tested including linear solvent strength model, quadratic model, mixed-mode model, and empirical Neue-Kuss model. The mixed-mode model was extended to the parameter describing the contribution of monomeric glucose unit to the retention of non-derivatized and derivatized maltooligosaccharides, which was used for evaluation of contribution of both, oligosaccharide backbone and end-group to retention.
Petr Česla, Nikola Vaňková, Jana Křenková, Jan Fischer

2993 related Products with: Comparison of isocratic retention models for hydrophilic interaction liquid chromatographic separation of native and fluorescently labeled oligosaccharides.

25 mg1 g100 mg 5 G0.1 mg10 mg1 mg0.1 mg100 mg550 ug1 Set

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#26639945   2015/11/23 To Up

Benzenesulfonamides incorporating bulky aromatic/heterocyclic tails with potent carbonic anhydrase inhibitory activity.

Three series of sulfonamides incorporating long, bulky tails were obtained by applying synthetic strategies in which substituted anthranilic acids, quinazolines and aromatic sulfonamides have been used as starting materials. They incorporate long, bulky diamide-, 4-oxoquinazoline-3-yl- or quinazoline-4-yl moieties in their molecules, and were investigated for the inhibition of four physiologically relevant carbonic anhydrase (CA, EC 4.2.1.1) isoforms, the cytosolic human (h) hCA I and II, as well as the transmembrane hCA IX and XII. Most of the new sulfonamides showed excellent inhibitory effects against the four isoforms, with KIs of 7.6-322nM against hCA I, of 0.06-85.4nM against hCA II; of 6.7-152nM against hCA IX and of 0.49-237nM against hCA XII; respectively. However no relevant isoform-selective behavior has been observed for any of them, although hCA II and XII, isoforms involved in glaucoma-genesis were the most inhibited ones. The structure-activity relationship for inhibiting the four CAs with these derivatives is discussed in detail.
Murat Bozdag, Ahmed M Alafeefy, Daniela Vullo, Fabrizio Carta, Nurcan Dedeoglu, Abdul-Malek S Al-Tamimi, Nabila A Al-Jaber, Andrea Scozzafava, Claudiu T Supuran

2730 related Products with: Benzenesulfonamides incorporating bulky aromatic/heterocyclic tails with potent carbonic anhydrase inhibitory activity.

50 mg100ug 100ul96T100.00 ug100ug40 assays192 samples 96 Tests 100 assays

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