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N4505

Sigma-Aldrich

β-Nicotinamide adenine dinucleotide, reduced dipotassium salt

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Synonym(s):
β-DPNH, β-NADH, DPNH, Diphosphopyridine nucleotide, reduced form, NADH
Linear Formula:
C21H27N7O14P2K2
CAS Number:
Molecular Weight:
741.62
MDL number:
PubChem Substance ID:
NACRES:
NA.51

assay

≥95%

Quality Level

form

powder

storage temp.

−20°C

SMILES string

[K].NC(=O)C1=CN(C=CC1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5c(N)ncnc45)C(O)C2O

InChI

1S/C21H29N7O14P2.K.H/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33;;/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25);;

InChI key

KMRPNNQOKAHXEZ-UHFFFAOYSA-N

Gene Information

human ... IMPDH2(3615)

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43420N1161N6005
storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

powder

form

powder

form

powder

form

powder

Gene Information

human ... IMPDH2(3615)

Gene Information

-

Gene Information

-

Gene Information

-

application

β-Nicotinamide adenine dinucleotide (NAD+) and β-Nicotinamide adenine dinucleotide, reduced (NADH) comprise a coenzyme redox pair (NAD+:NADH) involved in a wide range of enzyme catalyzed oxidation reduction reactions. In addition to its redox function, NAD+/NADH is a donor of ADP-ribose units in ADP-ribosylaton (ADP-ribosyltransferases; poly(ADP-ribose) polymerases ) reactions and a precursor of cyclic ADP-ribose (ADP-ribosyl cyclases).

Biochem/physiol Actions

Electron donor

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Cornelia Wetzker et al.
Scientific reports, 9(1), 19534-19534 (2019-12-22)
Metabolic profiles vary across all levels of biological diversity, from cells to taxa. Two-photon fluorescence lifetime imaging microscopy (FLIM) facilitates metabolic characterisation of biological specimens by assaying the intrinsic autofluorescence of the ubiquitous coenzymes NAD(P)H and FAD. The potential of
Luisa Schwarzmann et al.
Bioscience reports, 41(1) (2021-01-05)
Nicotinamide adenine dinucleotide (NAD) is a coenzyme in metabolic reactions and cosubstrate in signaling pathways of cells. While the intracellular function of NAD is well described, much less is known about its importance as an extracellular molecule. Moreover, there is
Sritama De Sarkar et al.
Parasitology research, 118(1), 335-345 (2018-11-25)
Berberine chloride, a plant-derived isoquinoline alkaloid, has been demonstrated to have leishmanicidal activity, which is mediated by generation of a redox imbalance and depolarization of the mitochondrial membrane, resulting in a caspase-independent apoptotic-like cell death. However, its impact on mitochondrial
Erika Chacin et al.
Nature communications, 12(1), 5224-5224 (2021-09-03)
The replication of chromosomes during S phase is critical for cellular and organismal function. Replicative stress can result in genome instability, which is a major driver of cancer. Yet how chromatin is made accessible during eukaryotic DNA synthesis is poorly
Antonio Vassallo et al.
Pharmaceutics, 12(6) (2020-06-19)
The purpose of this study was to improve the knowledge on Hura crepitans L., a plant belonging to the Euphorbiaceae family that, on the one hand, is known to be toxic, but on the other, is a source of polyphenols

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