Tag: 200-300

Category: amides-buliding-blocksOn March 5, 2021, Aizpurua, Jesus M.; Miranda, Jose I.; Irastorza, Aitziber; Torres, Endika; Eceiza, Maite; Sagartzazu-Aizpurua, Maialen; Ferron, Pablo; Aldanondo, Garazi; Lasa-Fernandez, Haizpea; Marco-Moreno, Pablo; Dadie, Naroa; Lopez de Munain, Adolfo; Vallejo-Illarramendi, Ainara published an article in European Journal of Medicinal Chemistry. The article was 《Discovery of a novel family of FKBP12 “”reshapers”” and their use as calcium modulators in skeletal muscle under nitro-oxidative stress》. The article mentions the following:

The hypothesis of rescuing FKBP12/RyR1 interaction and intracellular calcium homeostasis through mol. “”reshaping”” of FKBP12 was investigated. To this end, novel 4-arylthioalkyl-1-carboxyalkyl-1,2,3-triazoles were designed and synthesized, and their efficacy was tested in human myotubes. A library of 17 compounds (10a-n) designed to dock the FKBP12/RyR1 hot-spot interface contact residues, was readily prepared from free α-amino acids and arylthioalkynes using CuAAC “”click”” protocols amenable to one-pot transformations in high overall yields and total configurational integrity. To model nitro-oxidative stress, human myotubes were treated with the peroxynitrite donor SIN1, and evidence was found that some triazoles 10 were able to normalize calcium levels, as well as FKBP12/RyR1 interaction. For example, compound 10 b at 150 nM rescued 46% of FKBP12/RyR1 interaction and up to 70% of resting cytosolic calcium levels in human myotubes under nitro-oxidative stress. All compounds 10 analyzed showed target engagement to FKBP12 and low levels of cytotoxicity in vitro. Compounds 10b, 10c, 10h, and 10iR were identified as potential therapeutic candidates to protect myotubes in muscle disorders with underlying nitro-oxidative stress, FKBP12/RyR1 dysfunction and calcium dysregulation. After reading the article, we found that the author used H-Lys(Boc)-OH(cas: 2418-95-3Category: amides-buliding-blocks)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. These amino acids may be present in low concentrations and play a vital part as an intermediate in a biosynthetic pathway, e.g., ornithine, homoserine, or cystathionine. In contrast they may act as a major storage form of nitrogen, e.g., canavanine in the seed of Canavalia ensiformis, or may be formed in high amounts in response to an external stress, e.g., γ-aminobutyrate.Category: amides-buliding-blocks It is possible that some of these nonprotein amino acids may serve as insecticidal or fungicidal agents.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

《Initiation of protein synthesis with non-canonical amino acids in vivo》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Tharp, Jeffery M.; Ad, Omer; Amikura, Kazuaki; Ward, Fred R.; Garcia, Emma M.; Cate, Jamie H. D.; Schepartz, Alanna; Soell, Dieter. Quality Control of H-Lys(Boc)-OH The article mentions the following:

By transplanting identity elements into E. coli tRNAfMet, we have engineered an orthogonal initiator tRNA (itRNATy2) that is a substrate for Methanocaldococcus jannaschii TyrRS. We demonstrate that itRNATy2 can initiate translation in vivo with aromatic non-canonical amino acids (ncAAs) bearing diverse sidechains. Although the initial system suffered from low yields, deleting redundant copies of tRNAfMet from the genome afforded an E. coli strain in which the efficiency of non-canonical initiation equals elongation. With this improved system we produced a protein containing two distinct ncAAs at the first and second positions, an initial step towards producing completely unnatural polypeptides in vivo. This work provides a valuable tool to synthetic biol. and demonstrates remarkable versatility of the E. coli translational machinery for initiation with ncAAs in vivo. The experimental process involved the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Quality Control of H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. Amino acids are not generally considered to be electrochemically active because products of the oxidation accumulate on the electrode surface and prevent it from participating in any further electrochemical processes.Quality Control of H-Lys(Boc)-OH

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

《Continuous process improvement in the manufacture of carfilzomib, part 2: An improved process for synthesis of the epoxyketone warhead》 was written by Beaver, Matthew G.; Shi, Xianqing; Riedel, Jan; Patel, Parth; Zeng, Alicia; Corbett, Michael T.; Robinson, Jo Anna; Parsons, Andrew T.; Cui, Sheng; Baucom, Kyle; Lovette, Mike; Icten, Elcin; Brown, Derek B.; Allian, Ayman; Flick, Tawnya G.; Chen, Wendy; Yang, Ning; Walker, Shawn D.. Application of 87694-50-6 And the article was included in Organic Process Research & Development on April 17 ,2020. The article conveys some information:

The development and kilogram-scale demonstration of an improved process for the synthesis of the epoxyketone warhead of carfilzomib is described. Critical to the success of this process was: (1) development of a scalable asym. epoxidation protocol; (2) identification of a crystalline intermediate with improved phys. properties for isolation; (3) discovery and optimization of epimerization conditions to set the target stereochem.; and (4) introduction of a seeded-bed coaddn. crystallization to facilitate isolation of the final low-melting target. The results of kilogram-scale demonstration runs are shared, including details of a continuous process for the safe execution of an exothermic Barbier-type Grignard process. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents.Application of 87694-50-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Abdelkader, Elwy H.; Qianzhu, Haocheng; Tan, Yi Jiun; Adams, Luke A.; Huber, Thomas; Otting, Gottfried published an article on January 20 ,2021. The article was titled 《Genetic Encoding of N6-(((Trimethylsilyl)methoxy)carbonyl)-L-lysine for NMR Studies of Protein-Protein and Protein-Ligand Interactions》, and you may find the article in Journal of the American Chemical Society.Computed Properties of C11H22N2O4 The information in the text is summarized as follows:

Trimethylsilyl (TMS) groups present outstanding NMR probes of biol. macromols. as they produce intense singlets in 1H NMR spectra near 0 ppm, where few other proton resonances occur. We report a system for genetic encoding of N6-(((trimethylsilyl)methoxy)carbonyl)-L-lysine (TMSK) for site-specific incorporation into proteins. The system is based on pyrrolysyl-tRNA synthetase mutants, which deliver proteins with high yield and purity in vivo and in cell-free protein synthesis. As the TMS signal can readily be identified in 1D 1H NMR spectra of high-mol. weight systems without the need of isotopic labeling, TMSK delivers an excellent site-specific NMR probe for the study of protein structure and function, which is both inexpensive and convenient. We demonstrate the utility of TMSK to detect ligand binding, measure the rate of conformational change, and assess protein dimerization by paramagnetic relaxation enhancement. In addition, we present a system for dual incorporation of two different unnatural amino acids (TMSK and O-tert-butyl-tyrosine) in the same protein in quantities sufficient for NMR spectroscopy. Close proximity of the TMS and tert-Bu groups was readily detected by nuclear Overhauser effects. The experimental part of the paper was very detailed, including the reaction process of H-Lys(Boc)-OH(cas: 2418-95-3Computed Properties of C11H22N2O4)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. These amino acids may be present in low concentrations and play a vital part as an intermediate in a biosynthetic pathway, e.g., ornithine, homoserine, or cystathionine. In contrast they may act as a major storage form of nitrogen, e.g., canavanine in the seed of Canavalia ensiformis, or may be formed in high amounts in response to an external stress, e.g., γ-aminobutyrate.Computed Properties of C11H22N2O4 It is possible that some of these nonprotein amino acids may serve as insecticidal or fungicidal agents.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

《Total Synthesis of Zaragozic Acid C: Implementation of Photochemical C(sp3)-H Acylation》 was written by Kawamata, Takahiro; Nagatomo, Masanori; Inoue, Masayuki. HPLC of Formula: 71432-55-8This research focused onzaragozic acid photochem acylation synthesis Norrish Yang cyclization hydroxycyclobutanone. The article conveys some information:

Zaragozic acid C was isolated as a potent squalene synthase inhibitor. The 2,8-dioxabicyclo[3.2.1]octane core of 1 is decorated with the three hydroxycarbonyl (C3,4,5), two hydroxy (C4,7), one acyloxy (C6), and one alkyl (C1) groups. Installation of the contiguous C4- and C5-fully substituted carbons presents a formidable synthetic challenge. Our approach to address this problem used a two-step photochem. C(sp3)-H acylation. Persilylated D-gluconolactone was derivatized with the 1,2-diketone moiety at the C5-tetra-substituted center. Norrish-Yang cyclization of 3 under violet LED irradiation followed by oxidative opening of the resultant α-hydroxycyclobutanone regio- and stereoselectively transformed the electron-rich tertiary C(sp3)-H bond at C4 into a C(sp3)-C bond. A subsequent series of judicious functional group transformations gave rise to zaragozic acid C. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8HPLC of Formula: 71432-55-8) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.HPLC of Formula: 71432-55-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Quality Control of tert-Butyl N,N’-diisopropylcarbamimidateIn 2019 ,《Intermolecular Heck Coupling with Hindered Alkenes Directed by Potassium Carboxylates》 appeared in Angewandte Chemie, International Edition. The author of the article were Huffman, Tucker R.; Wu, Yebin; Emmerich, Alexis; Shenvi, Ryan A.. The article conveys some information:

Pd0-catalyzed Mizoroki-Heck reactions traditionally exhibit poor reactivity with polysubstituted, unbiased alkenes. Intermol. reactions with simple, all-carbon tetrasubstituted alkenes are unprecedented. Herein we report that pendant carboxylic acids, combined with bulky monophospine ligands on palladium, can direct the arylation of tri- and tetrasubstituted olefins. Quaternary carbons are established at high Fsp3 attached-ring junctures and the carboxylate directing group can be removed after coupling. Carboxylate directivity prevents over-arylation of the new, less substituted alkene, which can be diversified in subsequent reactions. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Quality Control of tert-Butyl N,N’-diisopropylcarbamimidate

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

《Synthesis of tetrasubstituted symmetrical pyrazines from β-keto γ-amino esters: A mild strategy for self-dimerization of peptides》 was written by Ganesh Kumar, Mothukuri; Thombare, Varsha J.; Bhaisare, Rupal D.; Adak, Anindita; Gopi, Hosahudya N.. Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide And the article was included in European Journal of Organic Chemistry in 2015. The article conveys some information:

A facile synthesis of highly sym. tetrasubstituted pyrazines through simple aerial oxidation of β-keto γ-amino esters is reported. The scope of the reaction was examined by use of various amino acid side-chain functional groups and peptides. The mild and efficient transformation of β-keto γ-amino esters into pyrazines may serve as an attractive strategy for self-dimerization of peptides. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The author of 《Facile and scalable synthesis of topologically nanoengineered polypeptides with excellent antimicrobial activities》 were Zhang, Yu; Song, Wenliang; Li, Shuwei; Kim, Dae-Kyoung; Kim, Jae Ho; Kim, Jung Rae; Kim, Il. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2020. COA of Formula: C11H22N2O4 The author mentioned the following in the article:

A facile and scalable strategy for the quick library synthesis of linear-, hinged-, star-, and cyclic-polypeptides with broad-spectrum antimicrobial activity has been reported. The topol. nanoengineered polypeptides show superior antimicrobial activity against Gram-pos. and Gram-neg. bacteria and low toxicity, allowing screening of architectural polypeptides as mimics of host defense peptides for antimicrobials. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3COA of Formula: C11H22N2O4)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).COA of Formula: C11H22N2O4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Song, Xiaojie; Lan, Kangli; Lv, Qi-Yan; Liu, Hongmin; Cui, Hui-Fang published an article on February 28 ,2021. The article was titled 《Genipin cross-linked blue Lys-FA nanoparticles for targeted visible glioma cell staining and drug delivery》, and you may find the article in Journal of Drug Delivery Science and Technology.HPLC of Formula: 2418-95-3 The information in the text is summarized as follows:

Design and fabrication of multifunctional nano-carrier is a promising tool in the field of nanomedicine for glioma theranostics. In this study, blue color nanoparticles with targeted tumor cell staining and drug delivery capabilities were simply fabricated by crosslinking lysine (Lys) and lysine-folic acid (Lys-FA) mixture with genipin as the crosslinking agent through a reversed microemulsion method. Doxorubicin (DOX) as the model drug was loaded through electrostatic interaction. The nanoparticles before (Lys-FA NPs) and after (Lys-FA/DOX NPs) loading of DOX were characterized by UV-visible (UV-Vis) spectroscopy, Fourier transform IR spectroscopy (FTIR), dynamic laser light scattering (DLS), transmission electron microscopy (TEM), and fluorescence spectroscopy. Ultimately, the glioma cell staining ability of Lys-FA NPs and cytotoxicity of Lys-FA/DOX NPs were tested in vitro. The results showed that the particle size of Lys-FA NPs can be tuned by adjusting the ratio of Lys to Lys-FA simply. The Lys-FA NPs exhibited dark blue and the blue color is stable under different pH values and temperatures The feature makes the staining glioma cell pellets visible to naked-eyes. The model drug DOX was loaded on Lys-FA NPs indicated by the increase of size and zeta potential, and change of optical properties. The DOX loaded on the Lys-FA NPs can be sustainedly released, other than burst release. Encouragingly, the Lys-FA NPs can deliver DOX into cells and dramatically reduce cell viability, as proved by U87 cell cytotoxicity anal. and confocal fluorescence imaging. In addition, the Lys-FA NPs (≤2.5 mg mL-1) are nontoxic to CHO cells. In a short, the blue color Lys-FA NPs can visibly stain glioma cell pellets and deliver DOX into glioma cells, which can potentially be applied as a multifunctional nanocarrier for tumor imaging and drug delivery. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3HPLC of Formula: 2418-95-3)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).HPLC of Formula: 2418-95-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

McCutcheon, David C.; Lee, Gihoon; Carlos, Anthony; Montgomery, Jeffrey E.; Moellering, Raymond E. published an article on January 8 ,2020. The article was titled 《Photoproximity Profiling of Protein-Protein Interactions in Cells》, and you may find the article in Journal of the American Chemical Society.Application In Synthesis of H-Lys(Boc)-OH The information in the text is summarized as follows:

We report a novel photoproximity protein interaction (PhotoPPI) profiling method to map protein-protein interactions in vitro and in live cells. This approach utilizes a bioorthogonal, multifunctional chem. probe that can be targeted to a genetically encoded protein of interest (POI) through a modular SNAP-Tag/benzylguanine covalent interaction. A first generation photoproximity probe, PP1, responds to 365 nm light to simultaneously cleave a central nitroveratryl linker and a peripheral diazirine group, resulting in diffusion of a highly reactive carbene nucleophile away from the POI. We demonstrate facile probe loading, and subsequent interaction- and light-dependent proximal labeling of a model protein-protein interaction (PPI) in vitro. Integration of the PhotoPPI workflow with quant. LC-MS/MS enabled unbiased interaction mapping for the redox regulated sensor protein, KEAP1, for the first time in live cells. We validated known and novel interactions between KEAP1 and the proteins PGAM5 and HK2, among others, under basal cellular conditions. By contrast, comparison of PhotoPPI profiles in cells experiencing metabolic or redox stress confirmed that KEAP1 sheds many basal interactions and becomes associated with known lysosomal trafficking and proteolytic proteins like SQSTM1, CTSD, and LGMN. Together, these data establish PhotoPPI as a method capable of tracking the dynamic subcellular and protein interaction “”social network”” of a redox-sensitive protein in cells with high temporal resolution The results came from multiple reactions, including the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Application In Synthesis of H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Application In Synthesis of H-Lys(Boc)-OH

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics