Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H9NO3 |
| Molecular Weight | 167.1623 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NC=C(CO)C(C=O)=C1O
InChI
InChIKey=RADKZDMFGJYCBB-UHFFFAOYSA-N
InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3
| Molecular Formula | C8H9NO3 |
| Molecular Weight | 167.1623 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pyridoxal is a pyridinecarbaldehyde and a form of vitamin B 6 which is converted to pyridoxal phosphate. Pyridoxal 5'-phosphate is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemoglobin, sphingomyelin, and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA). Pyridoxal is one of the natural forms available of vitamin B6, therefore, it is used for nutritional supplementation and for treating dietary shortage or imbalances. 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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Methanococcus jannaschii uses a pyruvoyl-dependent arginine decarboxylase in polyamine biosynthesis. | 2002-06-28 |
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| Crystals of tryptophan indole-lyase and tyrosine phenol-lyase form stable quinonoid complexes. | 2002-06-14 |
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| Determination of vitamin B6 vitamers and pyridoxic acid in plasma: development and evaluation of a high-performance liquid chromatographic assay. | 2002-06-01 |
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| Role of vitamins in determining apoptosis and extent of suppression by bcl-2 during hybridoma cell culture. | 2002-06 |
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| Reaction mechanism of alanine racemase from Bacillus stearothermophilus: x-ray crystallographic studies of the enzyme bound with N-(5'-phosphopyridoxyl)alanine. | 2002-05-24 |
|
| Reactive intermediate formation from the 2-(Fluoromethoxy)-1,1,3,3,3-pentafluoro-1-propene (compound A)-derived cysteine S-conjugate S-[2-(Fluoromethoxy)-1,1,3,3,3-pentafluoropropyl]-L-cysteine in pyridoxal model systems. | 2002-05 |
|
| Vitamin B6 intakes and status of mechanically ventilated critically ill patients in Taiwan. | 2002-05 |
|
| Structure of external aldimine of Escherichia coli CsdB, an IscS/NifS homolog: implications for its specificity toward selenocysteine. | 2002-05 |
|
| Three-dimensional structure of the L-threonine-O-3-phosphate decarboxylase (CobD) enzyme from Salmonella enterica. | 2002-04-16 |
|
| Structure and function of threonine synthase from yeast. | 2002-04-05 |
|
| Study of substrate-enzyme interaction between immobilized pyridoxamine and recombinant porcine pyridoxal kinase using surface plasmon resonance biosensor. | 2002-04-01 |
|
| Unfolding of pyridoxal 5'-phosphate-dependent O-acetylserine sulfhydrylase probed by time-resolved tryptophan fluorescence. | 2002-04-01 |
|
| Purification and biochemical characterization of some of the properties of recombinant human kynureninase. | 2002-04 |
|
| Characteristics of bovine hemoglobin as a potential source of hemoglobin-vesicles for an artificial oxygen carrier. | 2002-04 |
|
| Mutations in the yeast LCB1 and LCB2 genes, including those corresponding to the hereditary sensory neuropathy type I mutations, dominantly inactivate serine palmitoyltransferase. | 2002-03-22 |
|
| Crystal structure of the beta Ser178--> Pro mutant of tryptophan synthase. A "knock-out" allosteric enzyme. | 2002-03-22 |
|
| Production of diamino propionic acid ammonia lyase by a new strain of Salmonella typhimurium PU011. | 2002-03-15 |
|
| Cysteine synthase of an extremely thermophilic bacterium, Thermus thermophilus HB8. | 2002-03 |
|
| Purification and characterization of pyridoxal 4-dehydrogenase from Aureobacterium luteolum. | 2002-03 |
|
| The Arabidopsis salt overly sensitive 4 mutants uncover a critical role for vitamin B6 in plant salt tolerance. | 2002-03 |
|
| Design of a conformationally restricted analogue of the antiepilepsy drug Vigabatrin that directs its mechanism of inactivation of gamma-aminobutyric acid aminotransferase. | 2002-02-27 |
|
| Modification of an essential amino group in the mineralocorticoid receptor evidences a differential conformational change of the receptor protein upon binding of antagonists, natural agonists and the synthetic agonist 11,19-oxidoprogesterone. | 2002-02-13 |
|
| Cold-induced enzyme inactivation: how does cooling lead to pyridoxal phosphate-aldimine bond cleavage in tryptophanase? | 2002-02-11 |
|
| Circular permutation of 5-aminolevulinate synthase as a tool to evaluate folding, structure and function. | 2002-02 |
|
| Active site structure and stereospecificity of Escherichia coli pyridoxine-5'-phosphate oxidase. | 2002-01-18 |
|
| Vitamin B6 metabolism and homocysteine in end-stage renal disease and chronic renal insufficiency. | 2002-01 |
|
| Plasma total homocysteine levels among patients undergoing nocturnal versus standard hemodialysis. | 2002-01 |
|
| Inhibition of camel lens zeta-crystallin by aspirin and aspirin-like analgesics. | 2002-01 |
|
| Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants. | 2002 |
|
| Pyridoxal 5'-phosphate inhibits DNA binding of HNF1. | 2001-12-19 |
|
| Influence of convulsants on rat brain activities of alanine aminotransferase and aspartate aminotransferase. | 2001-12 |
|
| Pyridoxal isonicotinoyl hydrazone (PIH) prevents copper-mediated in vitro free radical formation. | 2001-12 |
|
| Cloning, sequencing, heterologous expression, purification, and characterization of adenosylcobalamin-dependent D-ornithine aminomutase from Clostridium sticklandii. | 2001-11-30 |
|
| DnaA protein Lys-415 is close to the ATP-binding site: ATP-pyridoxal affinity labeling. | 2001-11-16 |
|
| Distribution of B6 vitamers in Escherichia coli as determined by enzymatic assay. | 2001-11-15 |
|
| Microassay of phosphate provides a general method for measuring the activity of phosphatases using physiological, nonchromogenic substrates such as lysophosphatidic acid. | 2001-11-15 |
|
| Long-range interactions in the dimer interface of ornithine decarboxylase are important for enzyme function. | 2001-11-06 |
|
| Proteinuria and plasma total homocysteine levels in chronic renal disease patients with a normal range serum creatinine: critical impact of true glomerular filtration rate. | 2001-11 |
|
| Pyridoxal 5'-phosphate and pyridoxal inhibit angiogenesis in serum-free rat aortic ring assay. | 2001-11 |
|
| Contribution of enzymic alpha, gamma-elimination reaction in detoxification pathway of selenomethionine in mouse liver. | 2001-10-01 |
|
| Seizures induced by intracerebral administration of pyridoxal-5'-phosphate: effect of GABAergic drugs and glutamate receptor antagonists. | 2001-10 |
|
| COMT genotype, micronutrients in the folate metabolic pathway and breast cancer risk. | 2001-10 |
|
| Glycogen and glycogen phosphorylase associated with sarcoplasmic reticulum: effects of fatiguing activity. | 2001-10 |
|
| The iron chelator pyridoxal isonicotinoyl hydrazone inhibits mitochondrial lipid peroxidation induced by Fe(II)-citrate. | 2001-09-28 |
|
| Vitamin B6 intakes and status assessment of elderly men and women in Taiwan. | 2001-09 |
|
| Production of pyridoxal phosphate by a mutant strain of Schizosaccharomyces pombe. | 2001-08 |
|
| Effect of vitamin B6 deficiency on the synthesis and accumulation of S-adenosylhomocysteine and S-adenosylmethionine in rat tissues. | 2001-06 |
|
| Stereospecificity for the hydrogen transfer of pyridoxal enzyme reactions. | 2001 |
|
| Neuroprotective effects of pyridoxal phosphate and pyridoxal against ischemia in monkeys. | 2001 |
|
| Isoprenoid biosynthesis via 1-deoxy-D-xylulose 5-phosphate/2-C-methyl-D-erythritol 4-phosphate (DOXP/MEP) pathway. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:34:11 GMT 2025
by
admin
on
Mon Mar 31 18:34:11 GMT 2025
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| Record UNII |
3THM379K8A
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| Record Status |
FAILED
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| Record Version |
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LOINC |
75041-4
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LOINC |
30572-2
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LOINC |
75042-2
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NCI_THESAURUS |
C45812
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3THM379K8A
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DB00147
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m9361
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D011730
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17281-92-4
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17310
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4134
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100000085830
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9002
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200-630-8
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SUB22278
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PYRIDOXAL
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DTXSID4046020
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C85248
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1050
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66-72-8
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3THM379K8A
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SALT/SOLVATE -> PARENT |
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METABOLITE -> PARENT |
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ACTIVE MOIETY |
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