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N6756

Sigma-Aldrich

Nicotinamide hypoxanthine dinucleotide, reduced form, sodium salt

Grade I, ≥95%

Synonym(s):

Deamino DPNH, Deamino NADH, Deaminodiphosphopyridine nucleotide, reduced form

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About This Item

Empirical Formula (Hill Notation):
C21H28N6O15P2 · xNa+
Molecular Weight:
666.43 (free acid basis)
MDL number:
MFCD00057030
UNSPSC Code:
41106305
PubChem Substance ID:
24897791
NACRES:
NA.51

type

Grade I

assay

≥95%

form

powder

storage temp.

−20°C

SMILES string

NC(=O)C1=CN(C=CC1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5C(=O)N=CNc45)C(O)C2O

InChI

1S/C21H28N6O15P2/c22-17(32)9-2-1-3-26(4-9)20-15(30)13(28)10(40-20)5-38-43(34,35)42-44(36,37)39-6-11-14(29)16(31)21(41-11)27-8-25-12-18(27)23-7-24-19(12)33/h1,3-4,7-8,10-11,13-16,20-21,28-31H,2,5-6H2,(H2,22,32)(H,34,35)(H,36,37)(H,23,24,33)

InChI key

WXWNHSQIXJHVJY-UHFFFAOYSA-N

Application

Nicotinamide hypoxanthine dinucleotide, reduced (deamino-NADH) may be used study the specificity and kinetics of NADH: ubiquinone oxidoreductase(s).

Other Notes

Analog of β-NADH

Preparation Note

Enzymatically reduced.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Jiwon Kang et al.
Journal of biochemistry and molecular biology, 40(1), 53-57 (2007-01-25)
The enzymatic properties of NADH:quinone oxidoreductase were examined in Triton X-100 extracts of Bacillus cereus membranes by using the artificial electron acceptors ubiquinone-1 and menadione. Membranes were prepared from B. cereus KCTC 3674 grown aerobically on a complex medium and
Jukka Pätsi et al.
The Biochemical journal, 409(1), 129-137 (2007-09-27)
LHON (Leber hereditary optic neuropathy) is a maternally inherited disease that leads to sudden loss of central vision at a young age. There are three common primary LHON mutations, occurring at positions 3460, 11778 and 14484 in the human mtDNA
Kenji Kawahara et al.
Journal of biochemistry, 145(2), 229-237 (2008-12-09)
In the intraerythrocytic stages of malaria parasites, mitochondria lack obvious cristae and are assumed to derive energy through glycolysis. For understanding of parasite energy metabolism in mammalian hosts, we isolated rodent malaria mitochondria from Plasmodium yoelii yoelii grown in mice.
Rosa Pello et al.
Human molecular genetics, 17(24), 4001-4011 (2008-09-23)
Leber's hereditary optic neuropathy (LHON), the most frequent mitochondrial disorder, is mostly due to three mitochondrial DNA (mtDNA) mutations in respiratory chain complex I subunit genes: 3460/ND1, 11778/ND4 and 14484/ND6. Despite considerable clinical evidences, a genetic modifying role of the
Pilvi Maliniemi et al.
Mitochondrion, 9(6), 394-401 (2009-07-21)
Seven of the 45 subunits of mitochondrial NADH:ubiquinone oxidoreductase (complex I) are mitochondrially encoded and have been shown to harbor pathogenic mutations. We modeled the human disease-associated mutations A4136G/ND1-Y277C, T4160C/ND1-L285P and C4171A/ND1-L289M in a highly conserved region of the fourth

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