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T7375

Sigma-Aldrich

Thionicotinamide adenine dinucleotide

≥90%

Synonym(s):

Thionicotinamide-DPN

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About This Item

Linear Formula:
C21H27N7O13SP2
CAS Number:
4090-29-3
Molecular Weight:
679.49
MDL number:
MFCD00079609
UNSPSC Code:
41106305
PubChem Substance ID:
24900446
NACRES:
NA.51

Assay

≥90%

storage temp.

−20°C

SMILES string

NC(=S)C1=CC=C[N](=C1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5c(N)ncnc45)C(O)C2O

InChI

1S/C21H28N7O13P2S/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,(H2,23,44)(H,33,34)(H,35,36)(H2,22,24,25)

InChI key

JFOSDPGFZXVRDA-UHFFFAOYSA-N

Application

Thionicotinamide adenine dinucleotide has been used as a substrate analog in S-adenosyl-l-homocysteine (AdoHcy) hydrolases (SAHH) inhibition assay and in NAD+ glycohydrolase activity.

Biochem/physiol Actions

Thionicotinamide adenine dinucleotide (sNAD) is an analog of coenzyme nicotinamide adenine dinucleotide (NAD) and NADH. sNAD is a potential inhibitor of NAD+ kinase. NAD+ kinase modulates NAD levels, contributing to cytotoxicity in cancer cells.

Linkage

Analog of NAD

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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NAD+ kinase as a therapeutic target in cancer
Tedeschi PM, et al.
Clinical Cancer Research, 22(21), 5189-5195 (2016)
Suppression of cytosolic NADPH pool by thionicotinamide increases oxidative stress and synergizes with chemotherapy
Tedeschi PM, et al.
Molecular Pharmacology, 88(4), 720?727-720?727 (2015)
Comparative kinetics of cofactor association and dissociation for the human and trypanosomal S-adenosylhomocysteine hydrolases. 1. Basic features of the association and dissociation processes
Li QS, et al
Biochemistry, 46(19), 5798-5809 (2007)
A Argyrou et al.
Biochemistry, 40(38), 11353-11363 (2001-09-19)
The gene encoding dihydrolipoamide dehydrogenase from Mycobacterium tuberculosis, Rv0462, was expressed in Escherichia coli and the protein purified to homogeneity. The 49 kDa polypeptide forms a homodimer containing one tightly bound molecule of FAD/monomer. The results of steady-state kinetic analyses
Shigeru Ueda et al.
Analytical biochemistry, 332(1), 84-89 (2004-08-11)
We have established a simple kinetic model applicable to the enzyme cycling reaction for the determination of 3alpha-hydroxysteroids. This reaction was conducted under the reversible catalytic function of a single 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) with nucleotide cofactors, thio-NAD(+) (one of the
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