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Merck

N4505

β-Nicotinamide adenine dinucleotide, reduced dipotassium salt

Synonym(s):

β-DPNH, β-NADH, DPNH, Diphosphopyridine nucleotide, reduced form, NADH

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About This Item

Linear Formula:
C21H27N7O14P2K2
CAS Number:
104809-32-7
Molecular Weight:
741.62
NACRES:
NA.51
PubChem Substance ID:
24897704
UNSPSC Code:
41106305
MDL number:
MFCD00079494
Form:
powder
Assay:
≥95%
Solubility:
10 mM NaOH: soluble-100 mg/mL, clear to hazy, faintly yellow to yellow
Biological source:
synthetic

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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);;

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 key

KMRPNNQOKAHXEZ-UHFFFAOYSA-N

biological source

synthetic

assay

≥95%

form

powder

solubility

10 mM NaOH: soluble-100 mg/mL, clear to hazy, faintly yellow to yellow

storage temp.

−20°C

Quality Level

200

Gene Information

human ... IMPDH2(3615)

Related Categories

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

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

N4505-1G: + N4505-500MG: + N4505-BULK: + N4505-25MG: + N4505-VAR: + N4505-100MG:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCN7905
SLCN7905
0000517485
0000517485
0000507878

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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
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
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
Peter M Fernandes et al.
The FEBS journal, 287(13), 2847-2861 (2019-12-16)
Trypanosomatids possess glycosome organelles that contain much of the glycolytic machinery, including phosphofructokinase (PFK). We present kinetic and structural data for PFK from three human pathogenic trypanosomatids, illustrating intriguing differences that may reflect evolutionary adaptations to differing ecological niches. The
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