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Merck

T7375

Sigma-Aldrich

Thionicotinamide adenine dinucleotide

≥90%

Synonym(s):

Thionicotinamide-DPN

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About This Item

Linear Formula:
C21H27N7O13SP2
CAS Number:
Molecular Weight:
679.49
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Circular dichroic properties and conformation of thionicotinamide dinucleotides
JOPPICH-KUHN R and LUISI PL
European Journal of Biochemistry, 83(2), 587-592 (1978)
ALT reagent with thionicotinamide adenine dinucleotide.
P A Dolan et al.
Clinical chemistry, 35(9), 1857-1858 (1989-09-01)
William E Karsten et al.
Biochemistry, 41(40), 12193-12199 (2002-10-03)
Tartrate dehydrogenase catalyzes the divalent metal ion- and NAD-dependent oxidative decarboxylation of D-malate to yield CO(2), pyruvate, and NADH. The enzyme also catalyzes the metal ion-dependent oxidation of (+)-tartrate to yield oxaloglycolate and NADH. pH-rate profiles and isotope effects were
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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