Pyridoxal: Difference between revisions

Pyridoxal
	; Idealised skeletal formula
	; Ball-and-stick model based on the crystal structure. Note that the acidic phenol group has donated a proton to the basic pyridine group to form a zwitterion, and the hydroxymethyl group has reacted with the aldehyde group to form a hemiacetal.
Names
	Preferred IUPAC name 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde
Identifiers
CAS Number	66-72-8 ; 65-22-5 (hydrochloride) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17310 ;
ChEMBL	ChEMBL102970 ;
ChemSpider	1021 ;
DrugBank	DB00147 ;
KEGG	C00250 ;
PubChem CID	1050;
UNII	3THM379K8A ; 1416KF0QBC (hydrochloride) ;
	InChI InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 Key: RADKZDMFGJYCBB-UHFFFAOYSA-N ; InChI=1/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 Key: RADKZDMFGJYCBB-UHFFFAOYAP;
	SMILES O=Cc1c(O)c(C)ncc1CO;
Properties
Chemical formula	C8H9NO3
Molar mass	167.16 g/mol
Melting point	165 °C (329 °F; 438 K) (decomposes)
Related compounds
Related arylformaldehydes	Damnacanthal; Gossypol

VisualWikitext

Latest revision as of 13:01, 10 April 2024

Pyridoxal is one form of vitamin B₆.

Some medically relevant bacteria, such as those in the genera Granulicatella and Abiotrophia, require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In in vitro culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal.

Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9 billion years ago, a forerunner of the Great Oxidation Event.

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 '''Pyridoxal''' is one form of [[vitamin B6|vitamin B<sub>6</sub>]].
+<!--T:4-->
 Some medically relevant bacteria, such as those in the genera ''Granulicatella'' and ''Abiotrophia'', require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In ''in vitro'' culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal.
+<!--T:5-->
 Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9&nbsp;billion years ago, a forerunner of the [[Great Oxidation Event]].
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 == See also ==
 * [[Pyridoxal phosphate]]
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 {{二次利用|date=20 March 2024}}
 [[Category:Vitamins]]
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 [[Category:3-Hydroxypropenals]]
 [[Category:Aromatic ketones]]
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Names
Idealised skeletal formula
Ball-and-stick model based on the crystal structure. Note that the acidic phenol group has donated a proton to the basic pyridine group to form a zwitterion, and the hydroxymethyl group has reacted with the aldehyde group to form a hemiacetal.
Preferred IUPAC name 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde
Identifiers
CAS Number	66-72-8^Y 65-22-5 (hydrochloride)^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17310^Y
ChEMBL	ChEMBL102970^Y
ChemSpider	1021^Y
DrugBank	DB00147^Y
KEGG	C00250^Y
PubChem CID	1050
UNII	3THM379K8A^Y 1416KF0QBC (hydrochloride)^Y
InChI InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3^Y Key: RADKZDMFGJYCBB-UHFFFAOYSA-N^Y InChI=1/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 Key: RADKZDMFGJYCBB-UHFFFAOYAP
SMILES O=Cc1c(O)c(C)ncc1CO
Properties
Chemical formula	C₈H₉NO₃
Molar mass	167.16 g/mol
Melting point	165 °C (329 °F; 438 K) (decomposes)
Related compounds
Related arylformaldehydes	Damnacanthal Gossypol

Pyridoxal: Difference between revisions

Latest revision as of 13:01, 10 April 2024

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