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72345

Sigma-Aldrich

Nicotinamide

≥98.5% (HPLC)

Sinonimo/i:

Niacinamide, Nicotinic acid amide, Pyridine-3-carboxylic acid amide, Vitamin B3, Vitamin PP

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About This Item

Formula empirica (notazione di Hill):
C6H6N2O
Numero CAS:
98-92-0
Peso molecolare:
122.12
Beilstein:
383619
Numero CE:
202-713-4
Numero MDL:
MFCD00006395
Codice UNSPSC:
12352200
ID PubChem:
329764008
NACRES:
NA.77

Origine biologica

synthetic

Livello qualitativo

200

Saggio

≥98.5% (HPLC)

Stato

powder

Colore

colorless to white

Punto di fusione

128-131 °C (lit.)
128-131 °C

Stringa SMILE

NC(=O)c1cccnc1

InChI

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

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Descrizione generale

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

Applicazioni

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

Azioni biochim/fisiol

Nicotinamide is an amide derivative of vitamin B3 and a 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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H319

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

302.0 °F - closed cup

Punto d’infiammabilità (°C)

150 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
BCCF7122
BCCC7997
BCBZ9782
BCBX5160
BCBV4980

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Benzyl benzoate for synthesis

Sigma-Aldrich

8.18701

Benzyl benzoate

Antipyrine analytical standard

Supelco

A5882

Antipyrine

Acido nicotinico ≥99.5% (HPLC)

Sigma-Aldrich

72309

Acido nicotinico

Thiamine hydrochloride reagent grade, ≥99% (HPLC)

Sigma-Aldrich

T4625

Thiamine hydrochloride

N-Butyldiethanolamine ≥98.6%

Sigma-Aldrich

471240

N-Butyldiethanolamine

β-Nicotinamide mononucleotide ≥95% (HPLC)

Sigma-Aldrich

N3501

β-Nicotinamide mononucleotide

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
Deacetylation of serine hydroxymethyl-transferase 2 by SIRT3 promotes colorectal carcinogenesis
Wei Z, et al.
Nature Communications, 9(1), 4468-4468 (2018)
PTEN alpha regulates mitophagy and maintains mitochondrial quality control
Li G, et al.
Autophagy, 14(10), 1742-1760 (2018)
Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7(9), e33246-e33246 (2018)
Andrew Philp et al.
American journal of physiology. Cell physiology, 299(2), C240-C250 (2010-04-23)
Sodium pyruvate can increase mitochondrial biogenesis in C2C12 myoblasts in a peroxisome proliferator-activated receptor-gamma coactivator-1alpha (PGC1alpha)-independent manner. The present study examined the effect of 72-h treatment with sodium pyruvate (5-50 mM) or sodium chloride (50 mM) as an osmotic control
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