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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

biological source

synthetic

Quality Level

200

Assay

≥95%

form

powder

solubility

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

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)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000399968
0000398289
0000263175
0000398290
0000364531

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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.

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  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.

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)
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