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P6155

Sigma-Aldrich

Pyridoxal hydrochloride

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

Synonym(s):

3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride, PL HCl

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About This Item

Empirical Formula (Hill Notation):
C8H9NO3 · HCl
CAS Number:
65-22-5
Molecular Weight:
203.62
Beilstein:
3656994
EC Number:
200-602-5
MDL number:
MFCD00012809
UNSPSC Code:
12352205
PubChem Substance ID:
24898650
NACRES:
NA.75

product line

BioReagent

Quality Level

200

Assay

≥99% (HPLC)

form

powder

mol wt

Mw 203.62 g/mol

technique(s)

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

color

white to off-white

mp

173 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless to light greenish-yellow

storage temp.

−20°C

SMILES string

Cl[H].[H]C(=O)c1c(CO)cnc(C)c1O

InChI

1S/C8H9NO3.ClH/c1-5-8(12)7(4-11)6(3-10)2-9-5;/h2,4,10,12H,3H2,1H3;1H

InChI key

FCHXJFJNDJXENQ-UHFFFAOYSA-N

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General description

Pyridoxal is a heterocyclic compound, weighing 167.2 Da. It is one of the natural forms of vitamin B6. Pyridoxal is found to be less stable than pyridoxine, hence heating might result in the loss of its action. Pyridoxal has a wide variety of sources and is present in both plants and animals. Pyridoxal serves as an efficient precursor for coenzymes : pyridoxal phosphate and pyridoxamine phosphate.

Application

Pyridoxal hydrochloride has been used to study its effect on cell proliferation and melanogenesis, using murine melanoma cells.
For the labeling of amino acids and their detection in picomolar amounts; Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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David C Nieman and Robert D lee
Nutritional Assessment (2016)
Berdanier CD and Berdanier LA et al.
Advanced nutrition: macronutrients, micronutrients, and metabolism (2015)
The effects of vitamin B6 compounds on cell proliferation and melanogenesis in B16F10 melanoma cells
Matsuo T, et al.
Oncology Letters, 15(4), 5181-5184 (2018)
Toshio Iwasaki et al.
Journal of the American Chemical Society, 131(38), 13659-13667 (2009-09-10)
CW EPR spectra of reduced [2Fe-2S](Cys)(3)(His)(1) clusters of mammalian mitoNEET soluble domain appear to produce features resulting from the interaction of the electron spins of the two adjacent clusters, which can be explained by employing the local spin model. This
Gerta Hoxhaj et al.
Science (New York, N.Y.), 363(6431), 1088-1092 (2019-03-09)
Nicotinamide adenine dinucleotide phosphate (NADP+) is essential for producing NADPH, the primary cofactor for reductive metabolism. We find that growth factor signaling through the phosphoinositide 3-kinase (PI3K)-Akt pathway induces acute synthesis of NADP+ and NADPH. Akt phosphorylates NAD kinase (NADK)
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Articles

Vitamin B6, Pyridoxal and Pyridoxine in Cell Culture

Vitamin B6's impact on serum-free cell culture systems is explored for protein manufacturing.

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