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N0636

Sigma-Aldrich

Nicotinamide

BioReagent, suitable for cell culture, suitable for insect cell culture

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H6N2O
CAS Number:
98-92-0
Molecular Weight:
122.12
Beilstein/REAXYS Number:
383619
EC Number:
202-713-4
MDL number:
MFCD00006395
UNSPSC Code:
12352205
PubChem Substance ID:
24897434
NACRES:
NA.75

biological source

synthetic (organic)

product line

BioReagent

assay

≥98% (HPLC)

form

powder

mol wt

Mw 122.12 g/mol

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

color

white

mp

128-131 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

SMILES string

NC(=O)c1cccnc1

InChI

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

InChI key

DFPAKSUCGFBDDF-UHFFFAOYSA-N

Gene Information

human ... PARP1(142) , SIRT2(22933)

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General description

Nicotinamide (NAM) belongs to vitamin B family and is the amide form of vitamin B3. NAM is present in food and is a constituent of nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phosphate (NADP). Tryptophan is the precursor for NAM synthesis in liver. NAM controls cell metabolism, redox reactions, mitochondrial functionsand energy generation. It promotes natural killer cells proliferation and survival. NAM confers neuroprotection and promotes neuronal maturation. It has the ability to cross the blood-brain barrier and may provide protection in ischaemic stroke and traumatic brain injury. NAM may elicit therapeutic benefits in Alzheimer′s, Parkinson′s, and Huntington′s diseases.

Application

Nicotinamide has been used as a medium supplement in organoid culture of intestinal stem cells, esophageal squamous cell carcinomas(ESCC), pancreatic cancer organoids and pancreatic progenitor induction.

Biochem/physiol Actions

Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Human Organoids Share Structural and Genetic Features with Primary Pancreatic Adenocarcinoma Tumors
Romero-Calvo I, et al.
Molecular Cancer Research, molcanres-molca0531 (2018)
Nicotinamide, a form of vitamin B3, promotes expansion of natural killer cells that display increased in vivo survival and cytotoxic activity
Frei GM, et al.
Blood, 118, 4035-4035 (2011)
Three-dimensional organoids reveal therapy resistance of esophageal and oropharyngeal squamous cell carcinoma cells
Kijima T, et al.
Cellular and molecular gastroenterology and hepatology, 7(1), 73-91 (2019)
Nicotinamide: Mechanism of action and indications in dermatology
Bains P, et al.
Indian Journal of Dermatology, Venereology and Leprology, 84(2), 234-237 (2018)
Rapid prototyping of a multilayer microphysiological system for primary human intestinal epithelial culture
Hosic S, et al.
bioRxiv, 400721-400721 (2018)
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