53406-00-1Relevant articles and documents
OPTIMIZATION OF THE REACTION CONDITIONS USING A NADH MODEL GRAFTED ON A MERRIFIELD TYPE RESIN
Dupas, G.,Decormeille, A.,Bourguignon, J.,Queguiner, G.
, p. 2579 - 2590 (1989)
The synthesis of reducing agent 3, 1,4-dihydronicotinamide grafted on a Merrifield resin, is described.The reaction conditions of reagent 3 are optimized, with respect to the solvent and the catalyst amount.The reagent 3 is more sensitive to traces of wat
Nicotinamide-appended fluorophores as fluorescent redox sensors
Leslie, Kathryn G.,Kolanowski, Jacek L.,Trinh, Natalie,Carrara, Serena,Anscomb, Matthew D.,Yang, Kylie,Hogan, Conor F.,Jolliffe, Katrina A.,New, Elizabeth J.
, p. 895 - 902 (2020)
Fluorescent sensors have proved invaluable in elucidating the regulation and dysregulation of redox processes in biology, but understanding of the breadth of biological redox reactions requires development of new sensors based on a range of sensing groups
Efficient Synthesis of Nicotinamide-1-15N for Ultrafast NMR Hyperpolarization Using Parahydrogen
Shchepin, Roman V.,Barskiy, Danila A.,Mikhaylov, Dmitry M.,Chekmenev, Eduard Y.
, p. 878 - 882 (2016)
Nicotinamide (a vitamin B3 amide) is one of the key vitamins as well as a drug for treatment of M. tuberculosis, HIV, cancer, and other diseases. Here, an improved Zincke reaction methodology is presented allowing for straightforward and scalab
USE OF NICOTINAMIDE RIBOSIDE, NICOTINIC ACID RIBOSIDE, REDUCED NICOTINYL RIBOSIDE COMPOUNDS, AND NICOTINYL RIBOSIDE COMPOUND DERIVATIVES IN FORMULATIONS
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Paragraph 00239-00240, (2020/09/08)
Methods for stabilizing or encapsulating at least one compound selected from the group consisting of nicotinamide riboside (NR), nicotinic acid riboside (NAR), nicotinamide mononucleotide (NMN), nicotinic acid mononucleotide (NaMN), derivatives thereof, o
D-amino acid-based NAD analogue, synthesis and application thereof
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Paragraph 0028-0029, (2020/06/20)
The invention discloses a nicotinamide adenine dinucleotide (NAD) analogue based on D-amino acid, a synthesis method and application thereof, wherein the structural general formula of the D-amino acid-based NAD analogue is defined in the specificati
Nicotinamide adenine dinucleotide analog, and synthesis method and application thereof
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Paragraph 0029-0030, (2019/07/04)
The invention discloses a nicotinamide adenine dinucleotide (NAD) analogue, and a synthesis method and an application thereof. The structural formula of the NAD analogue is shown in the description; and in the formula, a carboxyl group is used as 1-position carbon, the spatial configuration of the chiral center of the 2-position carbon atom of the analog is S, the substituent R is a C1-C5 alkyl group or an alkyl group formed by substituting H in the C1-C5 alkyl group with one of -OH, -COOH, -CONH2, -SCH3 and other six groups shown in the description, and the substitution group is a carbon atom at the end or the secondary end. The NAD analogue is synthesized from 1-(2',4'-dinitrophenyl)-3-carbamoylpyridine and L-alpha-amino acid under the catalysis of an alkali; and the NAD analog can be used as NAD(P)-dependent oxidoreductase coenzyme. The method has the advantages of mild reaction conditions during synthesis of the NAD analogue, and simple and easily available raw materials, and allows the reaction product to completely reserve the stereostructure of the raw material L-alpha-amino acid without racemization. The NAD analog obtained in the present invention can beused in biocatalysis, bioanalytical chemistry, metabolic engineering and synthetic biology researches.
Enhanced Ene-Reductase Activity through Alteration of Artificial Nicotinamide Cofactor Substituents
L?w, Sebastian A.,L?w, Isabell M.,Weissenborn, Martin J.,Hauer, Bernhard
, p. 911 - 915 (2016/03/15)
The reduction of activated C=C double bonds is an important reaction in synthetic chemistry owing to the potential formation of up to two new stereogenic centers. Artificial nicotinamide cofactors were recently presented as alternative suppliers of hydride equivalents needed for alkene reduction. To study the effect of cofactors on the reduction of activated alkenes, a set of N-substituted synthetic nicotinamide cofactors with differing oxidation potentials were synthesized and their electrochemical and kinetic behavior was studied. The effects of the synthetic cofactors on enzyme activity of four ene reductases are outlined in this study, where the cofactor mimic with an N-substituted 4-hydroxy-phenyl residue led to a sixfold higher vmax relative to the natural cofactor NADH. Artificial nicotinamide cofactor substituents: A set of N-substituted synthetic nicotinamide cofactors with differing oxidation potentials were synthesized and their electrochemical and kinetic behavior was studied. The effects of the synthesized cofactors on the enzyme activity of four ene reductases are outlined. The cofactor mimic with an N-substituted 4-hydroxy-phenyl residue led to a sixfold higher vmax relative to the natural cofactor NADH.
Synthesis of carba-NAD and the structures of its ternary complexes with SIRT3 and SIRT5
Szczepankiewicz, Bruce G.,Dai, Han,Koppetsch, Karsten J.,Qian, Dongming,Jiang, Fan,Mao, Cheney,Perni, Robert B.
, p. 7319 - 7329 (2012/11/13)
Carba-NAD is a synthetic compound identical to NAD except for one substitution, where an oxygen atom adjacent to the anomeric linkage bearing nicotinamide is replaced with a methylene group. Because it is inert in nicotinamide displacement reactions, carba-NAD is an unreactive substrate analogue for NAD-consuming enzymes. SIRT3 and SIRT5 are NAD-consuming enzymes that are potential therapeutic targets for the treatment of metabolic diseases and cancers. We report an improved carba-NAD synthesis, including a pyrophosphate coupling method that proceeds in approximately 60% yield. We also disclose the X-ray crystal structures of the ternary complexes of SIRT3 and SIRT5 bound to a peptide substrate and carba-NAD. These X-ray crystal structures provide critical snapshots of the mechanism by which human sirtuins function as protein deacylation catalysts.
Synthesis of nicotinamide adenine dinucleotide (NAD) analogues with a sugar modified nicotinamide moiety
Goulioukina, Natasha,Wehbe, Johny,Marchand, Damien,Busson, Roger,Lescrinier, Eveline,Heindl, Dieter,Herdewijn, Piet
, p. 1266 - 1278 (2008/02/07)
The synthesis of nicotinamide adenine dinucleotide (NAD) analogues in which the ribose unit of the nicotinamide moiety is replaced by a hexitol, altritol, and cyclohexenyl sugar mimic is described.
THERAPEUTICS
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Page/Page column 73, (2008/06/13)
The present invention relates to the use of a compound of formula (I); wherein: R1 comprises a carbonyl group and R2 is a hydrocarbyl group; optionally wherein said ring is further substituted; or a pharmaceutically acceptable salt thereof; in the manufacture of a medicament for use in one or more of: modulating the release of intracellular calcium from a store controlled by nicotinic acid adenine dinucleotide phosphate; modulating calcium spikes in mammalian cells; treating diseases in one or more of brain, heart, pancreatic cells (e.g. pancreatic acinar and pancreatic beta cells), immune cells, T-cells, haemopoietic cells including phagocytes; treating diseases in one or more of brain, heart, pancreatic cells (e.g. pancreatic acinar and pancreatic beta cells), immune cells, T-cells, haemopoietic cells including phagocytes by modulating the release of intracellular calcium from a store controlled by nicotinic acid adenine dinucleotide phosphate; treating diseases in one or more of brain, heart, and T-cells by modulating calcium spikes in mammalian cells.
