51849-84-4Relevant academic research and scientific papers
Chemical Proteomics Approach for Profiling the NAD Interactome
?ileikyt?, Justina,Sundalam, Sunil,David, Larry L.,Cohen, Michael S.
supporting information, p. 6787 - 6791 (2021/05/29)
Nicotinamide adenine dinucleotide (NAD+) is a multifunctional molecule. Beyond redox metabolism, NAD+ has an equally important function as a substrate for post-translational modification enzymes, the largest family being the poly-ADP-ribose polymerases (PARPs, 17 family members in humans). The recent surprising discoveries of noncanonical NAD (NAD+/NADH)-binding proteins suggests that the NAD interactome is likely larger than previously thought; yet, broadly useful chemical tools for profiling and discovering NAD-binding proteins do not exist. Here, we describe the design, synthesis, and validation of clickable, photoaffinity labeling (PAL) probes, 2- and 6-ad-BAD, for interrogating the NAD interactome. We found that 2-ad-BAD efficiently labels PARPs in a UV-dependent manner. Chemical proteomics experiments with 2- and 6-ad-BAD identified known and unknown NAD+/NADH-binding proteins. Together, our study shows the utility of 2- and 6-ad-BAD as clickable PAL NAD probes.
Directed functionalization of halophenyl-2-oxazolines with TMPMgCl?LiCl
Batista, Joo H. C.,Santos, Fernanda M. Dos,Bozzini, Leandro A.,Vessecchi, Ricardo,Oliveira, Alfredo R. M.,Clososki, Giuliano C.
, p. 967 - 977 (2015/02/19)
A variety of difunctionalized aryl-2-oxazolines were prepared from the reaction of halophenyl-2-oxazolines and TMPMgCl?LiCl to give an organomagnesium reagent, which was then treated with various electrophiles. The metalation step takes place under mild conditions, and this process al-lows for the isolation of the desired products in good yields. No isomeric or other benzyne-derived products were detected. The influence of the halogen substituents on the acidity of the aromatic hydrogen atoms was evaluated by using density functional theory (DFT) calculations.
Synthesis of 4-oxazolinephenylboronic acid and heterobiaryl oxazolines via a Suzuki reaction
Ghosh, Samir,Kumar, A.Sanjeev,Mehta,Soundararajan,Sen, Subhabrata
scheme or table, p. 205 - 207 (2009/11/30)
An efficient synthesis of 4-oxazolinephenylboronic acid from 4-bromobenzoic acid is reported. The title compound couples with heteroaryl halides in presence of Pd(PPh3)4 and Na2CO3 in aqueous toluene to give het
Trityl-type compounds and their use
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, (2008/06/13)
Trityl-type compounds comprise, bonded to the same atom, three aryl groups, of which at least one is a fluorophore and at least one has a substituent including a functional group, and wherein the compound can exist in a non-ionised state or in an ionised state conjugated with the aryl groups.
NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND BENAMIDE COMPOUNDS AND DRUGS CONTAINING THE SAME
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Example 78, (2010/01/31)
Disclosed are compounds represented by formula (I) which have triglyceride biosynthesis inhibitory activity in the liver and inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein from the liver and particularly have excellent inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein, are free from side effect of accumulation of lipids in the liver, and are useful for the treatment and prevention of hyperlipidemia and arteriosclerotic diseases. In formula (I), R1 and R2 represent alkyl, alkoxy, cycloalkyl, phenyl, alkenyl, alkynyl, or a five- or six-membered saturated or unsaturated heterocyclic ring, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a ring; R3 and R4 represent a hydrogen atom, alkyl, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl, alkoxy, or carboxyl; or R2 and R3 may be attached to each other to form -(CH2)m-, -N=CH-, -CH=N-, or -(C1-6 alkyl)C=N-; A, D, E, and G each represent a carbon atom, or any one of A, D, E, and G represents a nitrogen atom with the other three each representing a carbon atom; Q represents a nitrogen atom or a carbon atom; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group -C(=O)N(R5)R6 or group -C(=O)OR7, R8 is absent or represents a bond, an oxygen atom, a sulfur atom, -SO2-, -SO-, -CH2-CH2-, or - CH=CH-, and R9 and R10 represent a hydrogen atom, alkyl, alkoxy, a halogen atom, or hydroxyl; and Z represents - (CH2)n-, -O-(CH2)i-, or -C(=O)NH-(CH2)i-.
Positional isomers and analogs of mazindol as potential inhibitors of the cocaine binding site on the dopamine transporter site
Houlihan, William J.,Boja, John W.,Kopajtic, Theresa A.,Kuhar, Michael J.,Degrado, Sylvia J.,Toledo, Leonel
, p. 77 - 90 (2007/10/03)
A series of compounds, where the keto-tautomeric form of mazindol (2b) was modified by placing the 2-(p-chlorobenzoyl) portion of the molecule in the 3- and 4-positions, substituting the imidazo ring A by a 4,4-dimethyl 1- 2-oxazolo ring, and replacing th
Fluoride ion-induced cyclization of o-[bis(trimethylsilyl)methyl]-N-acylbenzamide derivatives. New efficient synthesis of 2,3-differentially substituted 1(2H)-isoquinolones
Couture, Axel,Cornet, Helene,Deniau, Eric,Grandclaudon, Pierre,Lebrun, Stephane
, p. 469 - 476 (2007/10/03)
A wide variety of 2-alkyl-3-alkyl, -3-aryl and -3-heteroaryl-1(2H)-isoquinolones have been obtained by fluoride ion-induced intramolecular alkenation of o-[bis(trimethylsilyl)methyl]-N-acylbenzamide derivatives.
Rational Design and Synthesis of a Highly Effective Transition State Anolog Inhibitor of the RTEM-1 β-Lactamase
Martin, Richard,Bryan Jones, J.
, p. 8399 - 8402 (2007/10/02)
The synthesis of (1R)-1-acetamido-2-(3-carboxyphenyl)ethane boronic acid, a rationally designed transition state anolog competitive inhibitor of the RTEM-1 β-lactamase from Escherichia coli, is reported.Kinetic measurements show that, as designed, it is a
Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl-CoA synthase inhibitors: 3-Oxetanones with a side chain mimicking the extended structure of 1233A
Hashizume,Ito,Morikawa,Kanaya,Nagashima,Usui,Tomoda,Sunazuka,Kumagai,Omura
, p. 2097 - 2107 (2007/10/02)
Structural analogs of 1233A, a microbial metabolite inhibiting 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase, were designed and synthesized. The 2-oxetanone moiety was left intact. All analogs prepared were tested for inhibition of HMG-CoA synt
5-LIPOXYGENASE INHIBITORS
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, (2008/06/13)
This invention relates to 2-(substituted)-N-hydroxy-N-alkylcinnamamides of the formula: where R1 is C1 -C4 alkyl; n is 0 or 1; R2 is trifluoromethyl, C1 -C10 alkyl, phen(C1 -C4)alkylene or where m is 0, 1 or 2 and R3 is C1 -C4 alkyl; X is C1 -C6 alkyl, ph
