Tag: 200-300

In 2018,Nakajima, Ryo; Novakova, Zora; Tueckmantel, Werner; Motlova, Lucia; Barinka, Cyril; Kozikowski, Alan P. published 《2-Aminoadipic Acid-C(O)-Glutamate Based Prostate-Specific Membrane Antigen Ligands for Potential Use as Theranostics》.ACS Medicinal Chemistry Letters published the findings.Category: amides-buliding-blocks The information in the text is summarized as follows:

The design and synthesis of prostate specific membrane antigen (PSMA) ligands derived from 2-aminoadipic acid, a building block that has not previously been used to construct PSMA ligands, are reported. The effects of both the linker length and of an N-substituent of our PSMA ligands were probed, and X-ray structures of five of these ligands bound to PSMA were obtained. Among the ligands disclosed herein, I showed the highest inhibitory activity for PSMA. As ligand I can readily be radiolabeled since its fluorine atom is adjacent to the nitrogen atom of its pyridine ring, the use of this and related compounds as theranostics can be pursued. After reading the article, we found that the author used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Category: amides-buliding-blocks)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Category: amides-buliding-blocks

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

In 2011,Kurono, Nobuhito; Ohtsuga, Kentaro; Wakabayashi, Masanori; Kondo, Tadahiro; Ooka, Hirohito; Ohkuma, Takeshi published 《Kinetic resolution of racemic α-tert-alkyl-α-hydroxy esters by enantiomer-selective carbamoylation》.Journal of Organic Chemistry published the findings.Recommanded Product: 71432-55-8 The information in the text is summarized as follows:

Kinetic resolution of sterically hindered racemic α-tert-alkyl-α-hydroxy esters is performed by enantiomer-selective carbamoylation with the t-Bu-Box-Cu(II) catalyst (Box = bis(oxazoline)). The reaction with 0.5 equiv of n-C3H7NCO is carried out with a substrate-to-catalyst molar ratio of 500-5000 at -20 to 25 °C. The high enantiomer-discrimination ability of the catalyst achieves an excellent stereoselectivity factor (s = kfast/kslow) of 261 in the best case. A catalytic cycle for this reaction is proposed. In the experimental materials used by the author, we found tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Recommanded Product: 71432-55-8

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

In 2010,Sammet, Benedikt; Bogner, Tobias; Nahrwold, Markus; Weiss, Christine; Sewald, Norbert published 《Approaches for the Synthesis of Functionalized Cryptophycins》.Journal of Organic Chemistry published the findings.Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

The first syntheses of bioactive cryptophycins functionalized at unit D were accomplished in a one-pot Staudinger reduction/cyclization step. An azido precursor for the lower part of the backbone was introduced to minimize protective group chem. and enable a very convenient synthesis of cryptophycin-52 and unit D cryptophycin analogs containing an ester or a free carboxylic acid for bioconjugations. Both new cryptophycin derivatives show high biol. activity in cytotoxicity assays. The results came from multiple reactions, including the reaction of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Recommanded Product: tert-Butyl N,N’-diisopropylcarbamimidate

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

In 2014,Organic & Biomolecular Chemistry included an article by Xin, Bo-Tao; de Bruin, Gerjan; Verdoes, Martijn; Filippov, Dmitri V.; van der Marel, Gijs A.; Overkleeft, Herman S.. Recommanded Product: 87694-50-6. The article was titled 《Exploring dual electrophiles in peptide-based proteasome inhibitors: carbonyls and epoxides》. The information in the text is summarized as follows:

Peptide epoxyketones are potent and selective proteasome inhibitors. Selectivity is governed by the epoxyketone dual electrophilic warhead, which reacts with the N-terminal threonine 1,2-amino alc. uniquely present in proteasome active sites. We studied a series of C-terminally modified oligopeptides featuring adjacent electrophiles based on the epoxyketone warhead. We found that the carbonyl moiety in the natural warhead is essential, but that the adjacent epoxide can be replaced by a carbonyl, though with considerable loss of activity. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Recommanded Product: 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Recommanded Product: 87694-50-6 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.

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

Related Products of 87694-50-6On March 31, 1999, Falkiewicz, Bogdan; Kowalska, Katarzyna; Kolodziejczyk, Aleksandra S.; Wisniewski, Kaximierz; Lankiewicz, Leszek published an article in Nucleosides & Nucleotides. The article was 《Synthesis of new chiral peptide nucleic acid (PNA) monomers by a simplified reductive amination method》. The article mentions the following:

The aim of this work was the preparation of four new peptide nucleic acid (PNA) monomers, e.g. I [R = iso-Bu, CH2Ph, (R)-CH(OCH2Ph)CH3, CH2C6H4-4-OCH2Ph; Boc = Me3CO2C] by reductive amination of Nα-Boc-protected chiral amino aldehydes, derived from Leu, Phe, Tyr(Bzl), and Thr(Bzl), with Me glycinate. To the crude 2-substituted Me N-(2-Boc-aminoethyl)glycinates obtained, thymin-1-ylacetic acid was coupled using TBTU procedure in a one-pot reaction. PNA monomers were isolated and characterized. In the experiment, the researchers used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Related Products of 87694-50-6 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.

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

Computed Properties of C11H24N2OIn 2015 ,《Triggering Activity of Catalytic Rod-Like Supramolecular Polymers》 was published in Chemistry – A European Journal. The article was written by Huerta, Elisa; van Genabeek, Bas; Lamers, Brigitte A. G.; Koenigs, Marcel M. E.; Meijer, E. W.; Palmans, Anja R. A.. The article contains the following contents:

Supramol. polymers based on benzene-1,3,5-tricarboxamides (BTAs) functionalized with an L- or D-proline moiety I [R = H, Me; R1 = (S)-3,7-dimethyloctyl, (R)-3,7-dimethyloctyl, n-decane, n-octane] and II [R2 = (R)-3,7-dimethyloctyl] display high catalytic activity toward aldol reactions in water. High turnover frequencies (TOF) of up to 27×10-4 s-1 and excellent stereoselectivities (up to 96 % de, up to 99 % ee) were observed In addition, the catalyst could be reused and remained active at catalyst loadings and substrate concentrations as low as 0.1 mol % and 50 mM, resp. A temperature-induced conformational change in the supramol. polymer triggers the high activity of the catalyst. The supramol. polymer’s helical sense in combination with the configuration of the proline (L- or D-) is responsible for the observed selectivity. In the experiment, the researchers used many compounds, for example, tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Computed Properties of C11H24N2O

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

Computed Properties of C11H24N2OIn 2020 ,《Non-naturally Occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity toward G Protein-Coupled Receptors》 was published in Journal of Medicinal Chemistry. The article was written by Nakamura, Sho; Sayama, Misa; Uwamizu, Akiharu; Jung, Sejin; Ikubo, Masaya; Otani, Yuko; Kano, Kuniyuki; Omi, Jumpei; Inoue, Asuka; Aoki, Junken; Ohwada, Tomohiko. The article contains the following contents:

Lysophosphatidylserine (LysoPS), an endogenous ligand of G protein-coupled receptors, consists of L-serine, glycerol, and fatty acid moieties connected by phosphodiester and ester linkages, resp. An ester linkage of phosphatidylserine can be hydrolyzed at the 1-position or at the 2-position to give 2-acyl lysophospholipid or 1-acyl lysophospholipid, resp. 2-Acyl lysophospholipid is in nonenzymic equilibrium with 1-acyl lysophospholipid in vivo. On the other hand, 3-acyl lysophospholipid is not found, at least in mammals, raising the question of whether the reason for this might be that the 3-acyl isomer lacks the biol. activities of the other isomers. Here, to test this idea, we designed and synthesized a series of new 3-acyl lysophospholipids. Structure-activity relationship studies of more than 100 “”glycol surrogate”” derivatives led to the identification of potent and selective agonists for LysoPS receptors GPR34 and P2Y10. Thus, the non-natural 3-acyl compounds are indeed active and appear to be biol. orthogonal with respect to the physiol. relevant 1- and 2-acyl lysophospholipids.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Computed Properties of C11H24N2O

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

In 2018,Xin, Bo-Tao; van Tol, Bianca D. M.; Ovaa, Huib; Geurink, Paul P. published 《Native chemical ligation at methionine bioisostere norleucine allows for N-terminal chemical protein ligation》.Organic & Biomolecular Chemistry published the findings.Computed Properties of C11H24N2O The information in the text is summarized as follows:

The development of γ-thionorleucine (ThioNle) as a handle for native chem. ligation-desulfurization is reported here. ThioNle is a new addition to the expanding thiolated amino acid toolbox and serves as a methionine substitute in NCL with the advantage that it lacks the undesirable oxidation-prone thioether moiety. Its usefulness for N-terminal ubiquitination is demonstrated by efficient preparation of fully synthetic linear diubiquitin with preserved protein folding compared to the expressed material. Interestingly, gel-based deubiquitinating assays revealed that the methionine to norleucine substitution did affect diubiquitin cleavage, which may indicate a more profound role for methionine in the interaction between ubiquitin and the deubiquitinating enzymes than has been known so far. In the experiment, the researchers used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Computed Properties of C11H24N2O

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

In 2015,Ikubo, Masaya; Inoue, Asuka; Nakamura, Sho; Jung, Sejin; Sayama, Misa; Otani, Yuko; Uwamizu, Akiharu; Suzuki, Keisuke; Kishi, Takayuki; Shuto, Akira; Ishiguro, Jun; Okudaira, Michiyo; Kano, Kuniyuki; Makide, Kumiko; Aoki, Junken; Ohwada, Tomohiko published 《Structure-Activity Relationships of Lysophosphatidylserine Analogs as Agonists of G-Protein-Coupled Receptors GPR34, P2Y10, and GPR174》.Journal of Medicinal Chemistry published the findings.HPLC of Formula: 71432-55-8 The information in the text is summarized as follows:

Lysophosphatidylserine (LysoPS) is an endogenous lipid mediator generated by hydrolysis of membrane phospholipid phosphatidylserine. Recent ligand screening of orphan G-protein-coupled receptors (GPCRs) identified two LysoPS-specific human GPCRs, namely, P2Y10 (LPS2) and GPR174 (LPS3), which, together with previously reported GPR34 (LPS1), comprise a LysoPS receptor family. Herein, the authors examined the structure-activity relationships of a series of synthetic LysoPS analogs toward these recently deorphanized LysoPS receptors, based on the idea that LysoPS can be regarded as consisting of distinct modules (fatty acid, glycerol, and L-serine) connected by phosphodiester and ester linkages. Starting from the endogenous ligand (1-oleoyl-LysoPS), the authors optimized the structure of each module and the ester linkage. Accordingly, the authors identified some structural requirements of each module for potency and for receptor subtype selectivity. Further assembly of individually structure-optimized modules yielded a series of potent and LysoPS receptor subtype-selective agonists, particularly for P2Y10 and GPR174. 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. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.HPLC of Formula: 71432-55-8

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

In 2014,Starr, Jeremy; Brown, Matthew F.; Aschenbrenner, Lisa; Caspers, Nicole; Che, Ye; Gerstenberger, Brian S.; Huband, Michael; Knafels, John D.; Lemmon, M. Megan; Li, Chao; McCurdy, Sandra P.; McElroy, Eric; Rauckhorst, Mark R.; Tomaras, Andrew P.; Young, Jennifer A.; Zaniewski, Richard P.; Shanmugasundaram, Veerabahu; Han, Seungil published 《Siderophore receptor-mediated uptake of lactivicin analogs in Gram-negative bacteria》.Journal of Medicinal Chemistry published the findings.Reference of tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

Multidrug-resistant Gram-neg. pathogens are an emerging threat to human health, and addressing this challenge will require development of new antibacterial agents. This can be achieved through an improved mol. understanding of drug-target interactions combined with enhanced delivery of these agents to the site of action. Here, the authors describe the first application of siderophore receptor-mediated drug uptake of lactivicin analogs as a strategy that enables the development of novel antibacterial agents against clin. relevant Gram-neg. bacteria. They report the first crystal structures of several sideromimic conjugated compounds bound to penicillin binding proteins PBP3 and PBP1a from Pseudomonas aeruginosa and characterize the reactivity of lactivicin and β-lactam core structures. Results from drug sensitivity studies with β-lactamase enzymes are presented, as well as a structure-based hypothesis to reduce susceptibility to this enzyme class. Finally, mechanistic studies demonstrating that sideromimic modification alters the drug uptake process are discussed. In the experiment, the researchers used many compounds, for example, tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Reference of tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Reference of tert-Butyl N,N’-diisopropylcarbamimidate

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