Nicotinamide Riboside Triflate - CAS 445489-49-6
Catalog number: B0001-263156
Category: Main Product
Molecular Formula:
C12H15F3N2O8S
Molecular Weight:
404.32
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Purity:
≥85%
Appearance:
Red solid or liquid
Synonyms:
1341-23-7; 3-(Aminocarbonyl)-1-β-D-ribofuranosylpyridinium Trifluoromethanesulfonic Acid Salt; Nicotinamide Ribose Triflate; Nicotinamide Ribonucleoside Triflate; β-NAR; Ribosylnicotinamide Triflate
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Application:
Nicotinamide analog. Nicotinamide riboside (β-NAR) is an intermediate in one biosynthetic pathway by which Nicotamide is converted into NAD (Nicotinamide Adenine Dinucleotide) CAS 1341-23-7 for free base form.
Quality Standard:
Enterprise Standard
Quantity:
Grams-Kilos
InChIKey:
ZEWRNTDQENDMQK-UHFFFAOYSA-N
InChI:
InChI=1S/C11H14N2O5.CHF3O3S/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11;2-1(3,4)8(5,6)7/h1-4,7-9,11,14-16H,5H2,(H-,12,17);(H,5,6,7)
Canonical SMILES:
C1=CC(=C[N+](=C1)C2C(C(C(O2)CO)O)O)C(=O)N.C(F)(F)(F)S(=O)(=O)[O-]
1.Stereoselective synthesis of nicotinamide β-riboside and nucleoside analogs
Palmarisa Franchetti*, Michela Pasqualini, Riccardo Petrelli. Bioorganic & Medicinal Chemistry Letters 14 (2004) 4655-4658
Nicotinamide riboside (β-NAR) is an intermediate in one biosynthetic pathway by which nicotinamide is converted into NAD. In fact, nicotinamide or nicotinamide riboside derived from degradation of NAD can be reused by nicotinamide phosphoribosyl transferase or ribosylnicotinamide kinase, respectively, to form the ribotide NMN that is adenylated to NAD by nicotinamide mononucleotide adenylyltransferase (NMNAT). Human NMNAT is an indispensable enzyme in both denovo and salvage/recycling pathways for NAD biosynthesis, catalyzing the conversion of NMN or its deamidated form NaMN into NAD or NaAD, respectively. On the other hand, it is known that many bacterial NMNATs strongly prefer the deamidated NaMN as a substrate. NAD is a co-factor in numerous enzyme-catalyzed redox reactions in all living organisms and plays a fundamental role in cellular metabolic processes. It is crucial thus that proper level of NAD are regulated and maintained for cellular survival. There is evidence that hNMNAT is weakly expressed in tumor cells, determining thus interest in the enzyme as a target for anticancer drugs. In this respect, some nicotinamide riboside analogs have been described as antitumor agents involving their metabolic conversion to NAD analogs by NMNAT activity.
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CAS 445489-49-6 Nicotinamide Riboside Triflate

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