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72345

Sigma-Aldrich

Nicotinamid

≥98.5% (HPLC)

Synonym(e):

Niacinamid, Nicotinsäureamid, Pyridin-3-carbonsäureamid, Vitamin B3, Vitamin PP

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About This Item

Empirische Formel (Hill-System):
C6H6N2O
CAS-Nummer:
98-92-0
Molekulargewicht:
122.12
Beilstein:
383619
EG-Nummer:
202-713-4
MDL-Nummer:
MFCD00006395
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329764008
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

200

Assay

≥98.5% (HPLC)

Form

powder

Farbe

colorless to white

mp (Schmelzpunkt)

128-131 °C (lit.)
128-131 °C

SMILES String

NC(=O)c1cccnc1

InChI

1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

InChIKey

DFPAKSUCGFBDDF-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

Nicotinamide is synthesized in the liver from nicotinic acid. It is also produced as a result of nicotinamide adenine dinucleotide (NAD+) hydrolysis.

Anwendung

Nicotinamide has been used:
  • as a precursor to study its effect on nicotinamide adenine dinucleotide (NAD) concentration in NAD-deficient mammalian mitochondria
  • as an inhibitor of sirtuin (SIRT) family of deacetylases in in vitro serine hydroxymethyltransferase 2 (SHMT2) deacetylation assay
  • to study its effect on ischemia-reperfusion (I-R) injury-induced cell death in ptenαm/m mice

Biochem./physiol. Wirkung

Nicotinamid ist ein Amid-Derivat von Vitamin B3 und ein PARP-Inhibitor.
Nicotinamide serves as a precursor for β-nicotinamide adenine dinucleotide (NAD+) coenzyme production. It is involved in the synthesis of NAD+ phosphate (NADP+). It also regulates the mechanism of cell survival and cell death. Fatigue, skin pigmentation, decreased appetite and mouth ulcers are indications of nicotinamide deficiency. Its chronic deficiency can lead to pellagra. Nicotinamide is known to show protective effects on oxidative stress.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H319

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

302.0 °F - closed cup

Flammpunkt (°C)

150 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
BCCM2517
BCCL9151
BCCJ5590
BCCJ0769
BCCF7122

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Die Dokumentenbibliothek aufrufen

Rūta Barisevičiūtė et al.
PloS one, 15(8), e0237605-e0237605 (2020-08-18)
The vertical distribution of radiocarbon (14C) was examined in the bottom sediment core, taken from Lake Drūkšiai, which has served as a cooling pond since 1983 for the 26 years of the Ignalina Nuclear Power Plant (INPP) operation using two
PTEN alpha regulates mitophagy and maintains mitochondrial quality control
Li G, et al.
Autophagy, 14(10), 1742-1760 (2018)
Deacetylation of serine hydroxymethyl-transferase 2 by SIRT3 promotes colorectal carcinogenesis
Wei Z, et al.
Nature Communications, 9(1), 4468-4468 (2018)
Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7(9), e33246-e33246 (2018)
William J Quinn et al.
Cell reports, 33(11), 108500-108500 (2020-12-17)
Immune cell function is influenced by metabolic conditions. Low-glucose, high-lactate environments, such as the placenta, gastrointestinal tract, and the tumor microenvironment, are immunosuppressive, especially for glycolysis-dependent effector T cells. We report that nicotinamide adenine dinucleotide (NAD+), which is reduced to NADH
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