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P9130

Sigma-Aldrich

Pyridoxal hydrochloride

≥99% (HPLC)

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/REAXYS Number:
3656994
EC Number:
200-602-5
MDL number:
MFCD00012809
UNSPSC Code:
12352205
PubChem Substance ID:
24899009
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

200

assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

mp

173 °C (dec.) (lit.)

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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Application

Pyridoxal hydrochloride has been used as a calibrant for liquid chromatography of food samples. It has also been used as a component of arginine decarboxylase broth and lysine decarboxylase broth (LDB) for culturing lactic acid bacteria (LAB) and food-borne pathogens (FBP), respectively.
For the labeling of amino acids and their detection in picomolar amounts; Coenzymes and Cofactors, vol. 1: Vitamin B6, Pyridoxal Phosphate

Biochem/physiol Actions

Pyridoxal hydrochloride interacts with cysteine of cathepsins and inhibits their activity. It elicits protective function in cornu Ammonis (CA) 1 neurons during ischemia.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Neuroprotective effects of pyridoxal phosphate and pyridoxal against ischemia in monkeys
Yamashima T, et al.
Nutritional Neuroscience, 4(5), 389-397 (2001)
Certification of B-group vitamins (B1, B2, B6, and B12) in four food reference materials
Ollilainen V, et al.
Journal of Agricultural and Food Chemistry, 49(1), 315-321 (2001)
The function of lactic acid bacteria on biogenic amines production by food-borne pathogens in arginine decarboxylase broth
Ozogul F, et al.
Food Science and Technology Research, 18(6), 795-804 (2012)
Effects of forage family on apparent ruminal synthesis of B vitamins in lactating dairy cows
Castagnino DS, et al.
Journal of Dairy Science, 99(3), 1884-1894 (2016)
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
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Articles

Vitamin B6, Pyridoxal and Pyridoxine in Cell Culture

This page segues to comprehensive insights on how Vitamin B6, Pyridoxal and Pyridoxine affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies. The page introduces the in vitro chemistry and biochemistry of pyridoxal, pyridoxine.

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