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74006

Sigma-Aldrich

Isopyridoxal hydrochloride

≥98.5% (HPLC)

Synonym(s):

5-Hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridinecarboxaldehyde hydrochloride, 5-Hydroxy-4-(hydroxymethyl)-6-methylnicotinaldehyde hydrochloride, 5-Hydroxy-4-(hydroxymethyl)-6-methylpyridine-3-carbaldehyde hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C8H9NO3· HCl
CAS Number:
90005-85-9
Molecular Weight:
203.62
MDL number:
MFCD01994673
UNSPSC Code:
12352200
PubChem Substance ID:
329764952
NACRES:
NA.79

assay

≥98.5% (HPLC)
98.5-101.5% (T)

form

powder

color

white

suitability

corresponds for identity (IR)

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

CC1=C(O)C(CO)=C(C([H])=O)C=N1.Cl

InChI

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

InChI key

IJRYEEAKAHJPTM-UHFFFAOYSA-N

Biochem/physiol Actions

Isopyridoxal is an active vitamer of the B6 complex in humans[1]; enzyme substrate for isopyridoxal dehydrogenase[2]; metabolite standard in the determination of all seven vitamin B6-related compounds[3][1]; and metabolite in a pyridoxine degradation pathway by soil bacteria[4].

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBF2426V

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Bacterial oxidation of vitamin B6. I. Isopyridoxal and 5-pyridoxic acid.
V W RODWELL et al.
The Journal of biological chemistry, 233(6), 1548-1554 (1958-12-01)
Baiqiang Yuan et al.
FEMS microbiology letters, 234(2), 225-230 (2004-05-12)
The gene product of mll6785 of a nitrogen-fixing symbiotic bacterium Mesorhizobium loti MAFF303099 was identified as pyridoxine 4-oxidase, the first enzyme in the vitamin B6-degradation pathway. The gene was cloned and ligated into pET-21a+. Escherichia coli BL21(DE3) was co-transformed with
Y C Lee et al.
The Journal of biological chemistry, 261(32), 15106-15111 (1986-11-15)
Two NAD+-dependent, highly specific pyridine-5-aldehyde dehydrogenases, 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylic-acid (Compound 1) dehydrogenase and isopyridoxal dehydrogenase, were purified to homogeneity from Pseudomonas MA-1 and Arthrobacter Cr-7, respectively. Both enzymes are induced in response to growth of the organisms on pyridoxine and catalyze steps
P Edwards et al.
Clinica chimica acta; international journal of clinical chemistry, 190(1-2), 67-80 (1990-09-01)
The effects of increased intake of pyridoxine hydrochloride on plasma vitamin B6 metabolism within therapeutic limits (up to 800 mg/day) were investigated. Maximum plasma concentrations of pyridoxal phosphate were attained at relatively low intakes of pyridoxine hydrochloride. Two metabolism thought
C J Argoudelis
Journal of chromatography. A, 790(1-2), 83-91 (1998-01-22)
A simple, sensitive, isocratic high-performance liquid chromatographic method has been developed for the separation of all seven vitamin B6-related compounds. The separation is accomplished using an ODS column and a mobile phase of 0.15 M sodium dihydrogenphosphate, adjusted to pH
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