NAAD sodium

For research use only. Not for therapeutic Use.

  • CAT Number: M008195
  • CAS Number: 104809-30-5
  • Molecular Formula: C21H25N6NaO15P2
  • Molecular Weight: 686.39
  • Purity: ≥95%
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NAAD sodium (Deamido nad sodium), a functional NAD+ precursor, is the substrate of glutamine-dependent NAD+ synthetase. NAAD sodium is used to study the structure of nicotinate mononucleotide adenylyltransferases[1][2].
In peripheral blood mononuclear cells (PBMC), NAAD sodium is only expected to be produced in biosynthesis of NAD+ from tryptophan and NA2, was elevated from less than 20 nM to as high as 0.91 μM[1].
Nicotinamide adenine dinucleotide synthetases (NADS) catalyze the amidation of nicotinic acid adenine dinucleotide (NAAD) to yield the enzyme cofactor nicotinamide adenine dinucleotide (NAD)[2].
In mice, when nicotinic acid (NA) is provided by oral gavage, liver NA peaked (340 pmol/mg) in 15 min. Hepatic NA appearance is followed by an expected peak of 220 NAAD sodium at 1 h post gavage and a rise in hepatic NAD+ from 990 baseline to 2200 at 2 h[1].
NAAD sodium is reported in mouse liver when 500 mg/kg of radioactive nicotinamide (Nam) is injected intraperitoneally (IP) into the body cavity of mice. However, NAAD sodium is observed in kidneys, ovaries, lung, heart and brain in addition to liver in mice IP-injected with 500 mg/kg of NA but not Nam[1].


Catalog Number M008195
CAS Number 104809-30-5
Synonyms

sodium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4R,5R)-5-(3-carboxypyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate

Molecular Formula C21H25N6NaO15P2
Purity ≥95%
InChI InChI=1S/C21H26N6O15P2.Na/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33;/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37);/q;+1/p-1/t10-,11-,13-,14-,15-,16-,19-,20-;/m1./s1
InChIKey LFHLUTZTSGEADU-RHANTIMGSA-M
SMILES C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)O.[Na+]
Reference

[1]. Samuel A J Trammell, et al. Nicotinamide riboside is uniquely and orally bioavailable in mice and humans. Nat Commun. 2016 Oct 10;7:12948.
 [Content Brief]

[2]. J Biol Chem. 2005 Apr 15;280(15):15131-40. Ralf Jauch, et al. Structures of Escherichia coli NAD synthetase with substrates and products reveal mechanistic rearrangements.
 [Content Brief]

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