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T7375

Sigma-Aldrich

Thionicotinamide adenine dinucleotide

≥90%

Synonym(s):

Thionicotinamide-DPN

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25 MG
$193.00
100 MG
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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

$193.00

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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[1] and in NAD+ glycohydrolase activity.[2]

Biochem/physiol Actions

Thionicotinamide adenine dinucleotide (sNAD) is an analog of coenzyme nicotinamide adenine dinucleotide (NAD) and NADH.[3] sNAD is a potential inhibitor of NAD+ kinase.[4] NAD+ kinase modulates NAD levels, contributing to cytotoxicity in cancer cells.[5]

Linkage

Analog of NAD

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000389445
0000389445
0000311731
0000319507
0000319506

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NAD+ kinase as a therapeutic target in cancer
Tedeschi PM, et al.
Clinical Cancer Research, 22(21), 5189-5195 (2016)
D M Kiick et al.
Biochemistry, 25(1), 227-236 (1986-01-14)
The pH dependence of the kinetic parameters and the primary deuterium isotope effects with nicotinamide adenine dinucleotide (NAD) and also thionicotinamide adenine dinucleotide (thio-NAD) as the nucleotide substrates were determined in order to obtain information about the chemical mechanism and
Simultaneous determination of multiple forms of lactate dehydrogenase based on NAD and thio-NAD.
S Hosaki et al.
Clinica chimica acta; international journal of clinical chemistry, 157(3), 321-322 (1986-06-30)
J R Florini
Analytical biochemistry, 182(2), 399-404 (1989-11-01)
An assay system for creatine kinase using microtiter plates and a plate reader that records absorbancies at 405 nM has been devised. The system is an adaptation of well-established assays that couple creatine kinase with the reactions catalyzed by hexokinase
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)
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