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N4505

Sigma-Aldrich

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
MDL number:
MFCD00079494
UNSPSC Code:
41106305
PubChem Substance ID:
24897704
NACRES:
NA.51

Assay

≥95%

Quality Level

200

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)

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the absorption maximum and the fluorescence emission maximum wavelengths for Product N4505, β-Nicotinamide adenine dinucleotide, reduced dipotassium salt?

    The absorption maximum for NADH is at 340 nm and the fluorescence emission maximum is at 460 nm.

  6. What is the extinction coefficient for Product N4505, β-Nicotinamide adenine dinucleotide, reduced dipotassium salt?

    EmM = 6.22 (340 nm) and 14.4 (259 nm, pH 9.5)

  7. What information do you have on the solubility and solution stability of Product N4505, ?-Nicotinamide adenine dinucleotide, reduced dipotassium salt?

    Solubility and solution stability information can be found on the product information sheet (under Documents, above).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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