Month: December 2022

Seki, Eiko published the artcileFully productive cell-free genetic code expansion by structure-based engineering of Methanomethylophilus alvus pyrrolysyl-tRNA synthetase, Category: amides-buliding-blocks, the publication is ACS Synthetic Biology (2020), 9(4), 718-732, database is CAplus and MEDLINE.

Pyrrolysyl-tRNA synthetase (PylRS)/tRNA^Pyl pairs from Methanosarcina mazei and Methanosarcina barkeri are widely used for site-specific incorporations of non-canonical amino acids into proteins (genetic code expansion). In this study, we achieved the full productivity of cell-free protein synthesis for difficult, bulky non-canonical amino acids, such as N^ε-((((E)-cyclooct-2-en-1-yl)oxy)carbonyl)-L-lysine (TCO*Lys), by using Methanomethylophilus alvus PylRS. First, based on the crystal structure of M. alvus PylRS, the productivities for various non-canonical amino acids were greatly increased by rational engineering of the amino acid-binding pocket. The productivities were further enhanced by using a much higher concentration of PylRS over that of M. mazei PylRS, or by mutating the outer layer of the amino acid-binding pocket. Thus, we achieved full productivity even for TCO*Lys. The quantity and quality of the cell-free-produced antibody fragment containing TCO*Lys were drastically improved. These results demonstrate the importance of full productivity for the expanded genetic code.

ACS Synthetic Biology published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C17H29BO2, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Cao, Yu-Qing published the artcileOne-pot synthesis of dehydrating reagent and its application in preparation of nitriles from amides, Synthetic Route of 2447-79-2, the publication is Organic Chemistry: An Indian Journal (2013), 9(4), 132-136, database is CAplus.

A new efficient, eco-friendly and economic method for the preparation of imine cation containing composite organic salt as a dehydrating reagent was reported. N,N-dimethylformamide (DMF) was reacted with oxalyl chloride [(COCl)₂], and the resultant imine cation reacted with phenol in the presence of triethylamine (Et₃N) to give the corresponding product in high yield. The use of the composite organic salt as an efficient dehydrating reagent has been demonstrated via the preparation of nitriles from amides.

Organic Chemistry: An Indian Journal published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Synthetic Route of 2447-79-2.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Muramatsu, Wataru published the artcilePeptide bond formation of amino acids by transient masking with silylating reagents, Recommanded Product: H-Lys(Boc)-OH, the publication is Journal of the American Chemical Society (2021), 143(18), 6792-6797, database is CAplus and MEDLINE.

A one-pot peptide bond-forming reaction has been developed using unprotected amino acids and peptides. Two different silylating reagents, HSi[OCH(CF₃)₂]₃ and MTBSTFA, are instrumental for the successful implementation of this approach, being used for the activation and transient masking of unprotected amino acids and peptides at C-termini and N-termini, resp. Furthermore, CsF and imidazole are used as catalysts, activating HSi[OCH(CF₃)₂]₃ and also accelerating chemoselective silylation. This method is versatile as it tolerates side chains that bear a range of functional groups, while providing up to >99% yields of corresponding peptides without any racemization or polymerization

Journal of the American Chemical Society published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Recommanded Product: H-Lys(Boc)-OH.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Hattori, Tomohiro published the artcileSynthesis of silacyclic dipeptides: Peptide elongation at both N- and C-termini of dipeptide, Related Products of amides-buliding-blocks, the publication is Journal of the American Chemical Society (2022), 144(4), 1758-1765, database is CAplus and MEDLINE.

A new type of peptide bond formation utilizing silacyclic amino acids or peptides is described. This work has the following advantages: (1) imidazolylsilane is a highly fascinating coupling reagent for dipeptide synthesis from N-,C-terminal unprotected amino acids with amino acid tert-Bu esters; (2) deprotection of the tert-Bu ester at the C-terminus and cyclization sequentially proceed depending on reaction conditions to afford novel silacyclic dipeptides; (3) the cyclized products show a remarkable capacity as substrates of peptide elongation because the silacyclic compounds can act as both nucleophiles and electrophiles, and this capacity lead to one-pot site-selective tetra- and oligopeptide syntheses. These innovative advantages will help to simplify classical peptide synthesis significantly.

Journal of the American Chemical Society published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Oi, Naomi published the artcileLTA4H regulates cell cycle and skin carcinogenesis, Quality Control of 321673-30-7, the publication is Carcinogenesis (2017), 38(7), 728-737, database is CAplus and MEDLINE.

Leukotriene A4 hydrolase (LTA4H), a bifunctional zinc metallo-enzyme, is reportedly overexpressed in several human cancers. Our group has focused on LTA4H as a potential target for cancer prevention and/or therapy. In the present study, we report that LTA4H is a key regulator of cell cycle at the G0/G1 phase acting by neg. regulating p27 expression in skin cancer. We found that LTA4H is overexpressed in human skin cancer tissue. Knocking out LTA4H significantly reduced skin cancer development in the 7,12-dimethylbenz(a)anthracene (DMBA)-initiated/12-O-tetradecanoylphorbol-13-acetate (TPA)-promoted two-stage skin cancer mouse model. LTA4H depletion dramatically decreased anchorage-dependent and -independent skin cancer cell growth by inducing cell cycle arrest at the G0/G1 phase. Moreover, our findings showed that depletion of LTA4H enhanced p27 protein stability, which was associated with decreased phosphorylation of CDK2 at Thr160 and inhibition of the CDK2/cyclin E complex, resulting in down-regulated p27 ubiquitination. These findings indicate that LTA4H is critical for skin carcinogenesis and is an important mediator of cell cycle and the data begin to clarify the mechanisms of LTA4H’s role in cancer development.

Carcinogenesis published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C12H23N3S, Quality Control of 321673-30-7.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Baker, Sarah I. published the artcileEnhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives, Name: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, the publication is Journal of Organic Chemistry (2022), 87(13), 8492-8502, database is CAplus and MEDLINE.

Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity.

Journal of Organic Chemistry published new progress about 169590-42-5. 169590-42-5 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Immunology/Inflammation,COX, name is 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C17H14F3N3O2S, Name: 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Nagai, Takashi published the artcileTemporal and regional variability of cumulative ecological risks of pesticides in Japanese river waters for 1990-2010, Safety of 2-Chloroacetamide, the publication is Journal of Pesticide Science (Tokyo, Japan) (2022), 47(1), 22-29, database is CAplus and MEDLINE.

We quant. evaluated the cumulative ecol. risks from multiple pesticides used in paddy fields in Japan. Moreover, we visualized the temporal and regional variability of those risks for 1990-2010. Considering the region-specific parameters of environmental conditions, regionspecific predicted environmental concentrations were estimated at 350 river-flow monitoring sites in Japan. Then the multi-substance potentially affected fraction (msPAF) was calculated as a risk index of multiple pesticides by using the computation tool NIAES-CERAP. The median msPAF values for insecticides and herbicides decreased by 92.4% and 53.1%, resp., from 1990 to 2010. This substantial reduction in ecol. risk was attributed to the development of low-risk pesticides by manufacturers, the efforts of farmers in risk reduction, and tighter regulation by the Japanese government. In particular, the substantial reduction of the ecol. risk from insecticides was largely due to the decrease in the use of organophosphorus insecticides.

Journal of Pesticide Science (Tokyo, Japan) published new progress about 79-07-2. 79-07-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Aliphatic hydrocarbon chain,Amide,Inhibitor, name is 2-Chloroacetamide, and the molecular formula is C2H4ClNO, Safety of 2-Chloroacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Lai, Ping published the artcileEmerging trends in sacubitril/valsartan research: A bibliometric analysis of the years 1995-2021., Quality Control of 137862-53-4, the publication is Medicine (2022), 101(31), e29398, database is MEDLINE.

BACKGROUND: Sacubitril/valsartan has been approved for the treatment of heart failure (HF) patients with reduced ejection fraction; since then, it gradually became a new star drug in the therapy of HF. Nevertheless, the effectiveness of sacubitril/valsartan remains under investigation. Thus far, only a few bibliometric studies have systematically analyzed the application of sacubitril/valsartan. METHODS: Publications on sacubitril/valsartan were retrieved from the Web of Science Core Collection on April 29, 2021. Data were analyzed using Microsoft Excel 2019 (Redmond, WA), VOS viewer (Redmond, WA), and Cite Space V (Drexel University, Philadelphia, PA). RESULTS: A total of 1309 publications on sacubitril/valsartan published from 1995 to 2021 were retrieved. The number of publications regarding sacubitril/valsartan increased sharply in the last 6 years (2015-2021), and American scholars authored >40% of those publications. Most were published in the European Journal of Heart Failure, the United States was the bellwether with a solid academic reputation in this area. Solomon published the highest number of related articles and was the most frequently cited author. “Heart failure” was the leading research hotspot. The keywords, “inflammation,” “fibrosis,” and “oxidative stress” appeared most recently as research fronts. CONCLUSIONS: Research attention should be focused on clinical trial outcomes. Considering its effectiveness in HF, the mechanisms and further applications of sacubitril/valsartan may become research hotspots in the future and should be closely examined.

Medicine published new progress about 137862-53-4. 137862-53-4 belongs to amides-buliding-blocks, auxiliary class GPCR/G Protein,Angiotensin Receptor, name is (S)-2-(N-((2′-(1H-Tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoic acid, and the molecular formula is C24H29N5O3, Quality Control of 137862-53-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Yao, Yuan published the artcileMultiple H-Bonding Chain Extender-Based Ultrastiff Thermoplastic Polyurethanes with Autonomous Self-Healability, Solvent-Free Adhesiveness, and AIE Fluorescence, Recommanded Product: N-(2-Amino-2-oxoethyl)acrylamide, the publication is Advanced Functional Materials (2021), 31(4), 2006944, database is CAplus.

Developing an autonomous room temperature self-healing supramol. polyurethane (PU) with toughness and stiffness remains a great challenge. Herein, a novel concept that utilizes a T-shaped chain extender with double amide hydrogen bonds in a side chain to extend PU prepolymers to construct highly stiff and tough supramol. PU with integrated functions is reported. Mobile side-chain H-bonds afford a large flexibility to modulate the stiffness of the PUs ranging from highly stiff and tough elastomer (105.87 MPa Young’s modulus, 27 kJ m^-2 tearing energy), to solvent-free hot-melt adhesive, and coating. The dynamic side-chain multiple H-bonds afford an autonomous self-healability at room temperature (25°C). Due to the rapid reconstruction of hydrogen bonds, this PU adhesive demonstrates a high adhesion strength, fast curing, reusability, long-term adhesion, and excellent low-temperature resistance. Intriguingly, the PU emits intrinsic blue fluorescence presumably owing to the aggregation-induced emission of tertiary amine domains induced by side-chain H-bonds. The PU is explored as a counterfeit ink coated on the predesigned pattern, which is visible-light invisible and UV-light visible. This work represents a universal and facile approach to fabricate supertough supramol. PU with tailorable functions by chain extension of PU prepolymers with multiple H-bonding chain extenders.

Advanced Functional Materials published new progress about 2479-62-1. 2479-62-1 belongs to amides-buliding-blocks, auxiliary class Monomers,Acrylamide Monomers, name is N-(2-Amino-2-oxoethyl)acrylamide, and the molecular formula is C18H28B2O4, Recommanded Product: N-(2-Amino-2-oxoethyl)acrylamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Li, Qing Yu published the artcileT-shaped trifunctional crosslinker-toughening hydrogels, Name: N-(2-Amino-2-oxoethyl)acrylamide, the publication is Science China: Technological Sciences (2020), 63(9), 1721-1729, database is CAplus.

Abstract: Currently, development of a single network hydrogel with a high fracture toughness in swelling equilibrium remains challenging. In this work, a novel T-shaped trifunctional crosslinker (T-NAGAX) with dual vinyl on the backbone and dual amide group on the side chain is synthesized by Michael addition and acylation. The T-NAGAX is used to prepare chem. crosslinked hydrogel by one-pot photo-initiated polymerization The resulting single network hydrogels of representative polyacrylamide (PAAm), poly(N-acryloyl 2-glycine) (PACG), and poly(N-iso-Pr acrylamide) (PNIPAM) crosslinked with T-NAGAX with addnl. hydrogen-bonds exhibit much better fracture toughness than that of the corresponding hydrogels crosslinked by N,N’ -methylene bisacrylamide, a conventional crosslinker; higher mech. strengths are observed in the T-NAGAX crosslinked hydrogels. These hydrogels are promising to be exploited as load-bearing soft tissue substitutes. This T-NAGAX crosslinker can be expanded to toughen various types of hydrogels.

Science China: Technological Sciences published new progress about 2479-62-1. 2479-62-1 belongs to amides-buliding-blocks, auxiliary class Monomers,Acrylamide Monomers, name is N-(2-Amino-2-oxoethyl)acrylamide, and the molecular formula is C5H8N2O2, Name: N-(2-Amino-2-oxoethyl)acrylamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics