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CAS 4090-29-3

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Thio-NAD

Description:
Thio-NAD, or Thio-nicotinamide adenine dinucleotide, is a coenzyme that plays a crucial role in various biochemical reactions, particularly in redox processes. It is a derivative of NAD (nicotinamide adenine dinucleotide) where the nitrogen atom in the nicotinamide moiety is replaced by a sulfur atom. This modification enhances its stability and alters its reactivity, making it useful in specific enzymatic reactions. Thio-NAD is involved in the transfer of electrons and hydrogen ions, functioning as an electron carrier in metabolic pathways. Its unique structure allows it to participate in reactions that NAD cannot, particularly in certain enzymatic processes in microbial and plant systems. Thio-NAD is also used in research to study enzyme mechanisms and metabolic pathways. The compound is typically soluble in water and exhibits characteristics similar to NAD, including its ability to participate in oxidation-reduction reactions. Overall, Thio-NAD serves as an important tool in biochemistry and molecular biology for understanding cellular processes.
Formula:C21H27N7O13P2S
InChI:InChI=1S/C21H27N7O13P2S/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(40-21)6-38-43(35,36)41-42(33,34)37-5-10-13(29)15(31)20(39-10)27-3-1-2-9(4-27)18(23)44/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,44)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChI key:InChIKey=UQYPZLRUJKCREN-NNYOXOHSSA-N
SMILES:O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(OP(OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]=5C=C(C(N)=S)C=CC5)(=O)[O-])(=O)O)[C@H]1O
Synonyms:
  • (2R,3R,4R,5R)-5-({[{[{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-2-(3-carbamothioylpyridinium-1-yl)-4-hydroxytetrahydrofuran-3-olate (non-preferred name)
  • (3-Thionicotinamide)AD
  • 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-3-(thiocarbamoyl)pyridinium hydroxide, 5′-ester with adenosine 5′-pyrophosphate, inner salt
  • 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-3-thiocarbamoylpyridinium hydroxide, ester with adenosine 5′-diphosphate, inner salt
  • 3-Thiocarbamoylpyridine adenine dinucleotide
  • 3-Thionicotinamide adenine dinucleotide
  • Adenosine 5'-(trihydrogen diphosphate), 5',5'-ester with 3-(aminothioxomethyl)-1-beta-D-ribofuranosylpyridinium ate
  • Adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 3-(aminothioxomethyl)-1-β-<span class="text-smallcaps">D</span>-ribofuranosylpyridinium hydroxide, inner salt
  • Adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 3-(aminothioxomethyl)-1-β-<span class="text-smallcaps">D</span>-ribofuranosylpyridinium, inner salt
  • Diphosphopyridine nucleotide, 3-pyridinecarbothioamide analog
  • See more synonyms
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