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N8129

β-Nicotinamide adenine dinucleotide, reduced disodium salt hydrate

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H27N7Na2O14P2 · xH2O
CAS Number:
606-68-8
Molecular Weight:
709.40 (anhydrous basis)
NACRES:
NA.51
PubChem Substance ID:
329818676
UNSPSC Code:
41106305
EC Number:
210-123-3
MDL number:
MFCD03791273
Form:
powder
Assay:
≥97% (HPLC), ≥97% (spectrophotometric assay)
Solubility:
water: 712 g/L at 22.5 °C, 10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, faintly yellow to greenish-yellow
Biological source:
yeast
Color:
white to light yellow
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biological source

yeast

Quality Level

300

assay

≥97% (HPLC), ≥97% (spectrophotometric assay)

form

powder

mol wt

709.40 g/mol

color

white to light yellow

solubility

water: 712 g/L at 22.5 °C, 10 mM NaOH: soluble-100 mg/mL, clear to slightly hazy, faintly yellow to greenish-yellow

density

1.995 g/cm3 at 20 °C

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].NC(=O)C1=CN(C=CC1)[C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O

InChI

1S/C21H29N7O14P2.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t10-,11-,13-,14-,15-,16-,20-,21-;;;/m1.../s1

InChI key

FWBNCIFELNNJCX-UHOVGGJYSA-L

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).
As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.

Biochem/physiol Actions

NADH is a coenzyme that functions as a regenerating electron donor in catabolic processes including glycolysis, β-oxidation and the citric acid cycle (Krebs cycle, TCA cycle). It participates in cell signaling events as well, for example as a substrate for the poly (ADP-ribose) polymerases (PARPs) during the DNA damage response. The NAD+/NADH dependent sirtuins play key roles in stress responses during events involving energy metabolism, with implications in cancer biology, diabetes and neurodegenerative disease.
As a reagent, NADH can be used in enzyme cycling assays to amplify detection of activity of biologically relevant enzymes or metabolites present in low concentrations.

Packaging

Packaged by solid weight.

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Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000539223
0000549607
0000549607
0000529309
0000529309

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Protocols

Enzymatic Assay of Malic Dehydrogenase

Spectrophotometric assay evaluates malic dehydrogenase activity using bovine heart enzyme with critical histidine residue at active site.

Articles

Mitochondrial Stress and ROS

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

线粒体应激和ROS

氧化应激，在一部分上，是由多种细胞过程产生的活性氧介导，并由诸如酶清除剂或抗氧化剂调节剂等细胞抗氧化剂机制所控制的。自由基，如活性氧，会通过细胞引起细胞损伤。

Related Content

Lifeng Yang et al.
Cell metabolism, 31(4), 809-821 (2020-03-19)
NADH provides electrons for aerobic ATP production. In cells deprived of oxygen or with impaired electron transport chain activity, NADH accumulation can be toxic. To minimize such toxicity, elevated NADH inhibits the classical NADH-producing pathways: glucose, glutamine, and fat oxidation.
Hypoxia-induced miR-210 modulates tissue response to acute peripheral ischemia.
Zaccagnini G, Maimone B, Di Stefano V, et al.
Antioxidants & Redox Signaling, 21(8), 1177-1188 (2014)
Zeng Li et al.
Vaccines, 8(3) (2020-07-30)
Trypanosoma evansi is a widely spread parasite that causes the debilitating disease "surra" in several types of ungulates. This severely challenges livestock rearing and heavily weighs on the socio-economic development in the affected areas, which include countries on five continents.
View All Related Papers

Global Trade Item Number

SKUGTIN
N8129-100MG04061835573639
N8129-5MG04061833492987
N8129-500MG04061835573653
N8129-1G04061835573646
N8129-5G04061835516193
N8129-50MG04061835506521