Nicotinamide Riboside Triflate - CAS 445489-49-6

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Category
Main Product
Product Name
Nicotinamide Riboside Triflate
Catalog Number
445489-49-6
Synonyms
1341-23-7; 3-(Aminocarbonyl)-1-β-D-ribofuranosylpyridinium Trifluoromethanesulfonic Acid Salt; Nicotinamide Ribose Triflate; Nicotinamide Ribonucleoside Triflate; β-NAR; Ribosylnicotinamide Triflate
CAS Number
445489-49-6
Molecular Weight
404.32
Molecular Formula
C12H15F3N2O8S
Quantity
Grams-Kilos
Quality Standard
Enterprise Standard
COA
Certificate of Analysis-Nicotinamide Riboside Triflate 445489-49-6 B16W020723  
MSDS
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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-]
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)
InChIKey
ZEWRNTDQENDMQK-UHFFFAOYSA-N
Size Price Stock Quantity
1 g $495 In stock
5 g $1698 In stock

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Structure
CAS 445489-49-6 Nicotinamide Riboside Triflate
Specification
Purity
>95%
Appearance
Red solid or liquid
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.
Reference Reading
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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