Literature summary for 2.4.2.1 extracted from

Hayat, F.; Migaud, M.E.
Nicotinamide riboside-amino acid conjugates that are stable to purine nucleoside phosphorylase (2020), Org. Biomol. Chem., 18, 2877-2885 .

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Inhibitors

Inhibitors	Comment	Organism	Structure
1,5-O-bis(N-benzyloxycarbonylglycyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
1-[2,3-O-isopropylidene-D-ribofuranosyl]-1,4-dihydropyridine-3-carboxamide	-	Homo sapiens
3-carbamoyl-1-[2,3-O-isopropylidene-D-ribofuranosyl]pyridin-1-ium	-	Homo sapiens
nicotinamide 5-O-glycyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-isoleucyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-leucyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-methionyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-tryptophanyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-tyrosinyl-beta-D-riboside	-	Homo sapiens
nicotinamide 5-O-L-valyl-beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-isoleucyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-leucyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-methionyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-tyrosinyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-valyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N-tert-butyloxycarbonylglycyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens
reduced nicotinamide 5-O-(N1,Nalpha-bis(tert-butyloxycarbonyl)-L-tryptophanyl)-2,3-O-isopropylidene beta-D-riboside	-	Homo sapiens

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P00491	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
additional information	the nutraceutical nicotinamide riboside (NR), an efficacious biosynthetic precursor to NAD, is readily metabolized by the purine nucleoside phosphorylase (PNP). Access to the PNP-stable versions of NR is difficult because the glycosidic bond of NR is easily cleaved. Unlike NR, NRH, the reduced form of NR, offers sufficient chemical stability to allow the successful functionalisation of the ribosyl-moiety. A series of NRH and NR derived amino acid conjugates is generated in good to excellent yields and show that O5'-esterification prevents the PNP-catalyzed phosphorolysis of these NR prodrugs, overview. Enzyme PNP catalyzes the phosphorolysis of nicotinamide riboside chloride (NR-Cl) and glycine nicotinamide riboside conjugate (Gly-NR)	Homo sapiens	?	-	-
nicotinamide riboside + phosphate	-	Homo sapiens	nicotinamide + alpha-D-ribose 1-phosphate	-	r

Synonyms

Synonyms	Comment	Organism
PNP	-	Homo sapiens
purine nucleoside phosphorylase	-	Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
22	-	assay at room temperature	Homo sapiens

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
7	-	assay at	Homo sapiens

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Release 2023.1 (January 2023)