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D-amino acid catabolic process

Definition

Target type: biologicalprocess

The chemical reactions and pathways resulting in the breakdown of D-amino acids, the D-enantiomers of amino acids. [GOC:ai, GOC:jsg]

D-amino acid catabolic process is the metabolic pathway responsible for the breakdown of D-amino acids, which are stereoisomers of the more common L-amino acids. This process is essential for maintaining cellular homeostasis and preventing the accumulation of potentially toxic D-amino acids.

D-amino acids can arise from various sources, including:

* **Bacterial synthesis:** Many bacteria synthesize D-amino acids as part of their cell wall structure.
* **Enzymatic racemization:** L-amino acids can be converted to D-amino acids by enzymatic racemization, which occurs in various tissues and organs.
* **Dietary intake:** Small amounts of D-amino acids can be ingested through food, primarily from fermented foods like cheese and yogurt.

D-amino acid catabolism involves a series of enzymatic reactions that convert D-amino acids into L-amino acids or other metabolic intermediates. The key enzymes involved in this process are:

* **D-amino acid oxidase (DAO):** This enzyme catalyzes the oxidative deamination of D-amino acids, producing α-keto acids and ammonia. DAO is found primarily in the liver and kidneys.
* **D-amino acid transaminase (DAT):** DAT catalyzes the transfer of an amino group from a D-amino acid to an α-keto acid, producing an L-amino acid and a new α-keto acid. DAT is found in various tissues, including the brain, liver, and kidneys.

The products of D-amino acid catabolism, such as α-keto acids and L-amino acids, can be further metabolized through various metabolic pathways, ultimately generating energy or being used for biosynthesis.

D-amino acid catabolism is essential for maintaining cellular homeostasis by preventing the accumulation of D-amino acids, which can have detrimental effects on cell function. For example, high levels of D-serine have been implicated in neurotoxicity and the development of neurological disorders.

In addition to its role in cellular homeostasis, D-amino acid catabolism is also involved in various physiological processes, including:

* **Immune response:** D-amino acids play a role in the immune response by modulating the activity of immune cells.
* **Neurotransmission:** Some D-amino acids, such as D-serine and D-aspartate, act as neurotransmitters in the brain.
* **Bone metabolism:** D-amino acids are involved in the regulation of bone formation and resorption.

Overall, D-amino acid catabolism is a vital metabolic process that plays a crucial role in maintaining cellular homeostasis and regulating various physiological functions.'
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Proteins (3)

ProteinDefinitionTaxonomy
D-aspartate oxidase A D-aspartate oxidase that is encoded in the genome of cow. [OMA:P31228, PRO:DNx]Bos taurus (cattle)
D-aspartate oxidaseA D-aspartate oxidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q99489]Homo sapiens (human)
D-amino-acid oxidaseA D-amino-acid oxidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14920]Homo sapiens (human)

Compounds (36)

CompoundDefinitionClassesRoles
benzoic acidaromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.

benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.

Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.
benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite
malonic aciddicarboxylic acid : Any carboxylic acid containing two carboxy groups.

malonic acid : An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.
alpha,omega-dicarboxylic acidhuman metabolite
niacinNiacin: A water-soluble vitamin of the B complex occurring in various animal and plant tissues. It is required by the body for the formation of coenzymes NAD and NADP. It has PELLAGRA-curative, vasodilating, and antilipemic properties.

nicotinic acid : A pyridinemonocarboxylic acid that is pyridine in which the hydrogen at position 3 is replaced by a carboxy group.

vitamin B3 : Any member of a group of vitamers that belong to the chemical structural class called pyridines that exhibit biological activity against vitamin B3 deficiency. Vitamin B3 deficiency causes a condition known as pellagra whose symptoms include depression, dermatitis and diarrhea. The vitamers include nicotinic acid and nicotinamide (and their ionized and salt forms).
pyridine alkaloid;
pyridinemonocarboxylic acid;
vitamin B3
antidote;
antilipemic drug;
EC 3.5.1.19 (nicotinamidase) inhibitor;
Escherichia coli metabolite;
human urinary metabolite;
metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent
kojic acid4-pyranones;
enol;
primary alcohol
Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
3-hydroxy-2-oxoindole3-hydroxyindolin-2-one : An oxindole that is 1,3-dihydro-2H-indol-2-one substituted by a hydroxy group at position 3.

3-hydroxyindolin-2-one: structure in first source
hydroxyindoles;
oxindoles
thiophene-3-carboxylic acidthiophene-3-carboxylic acid: structure in first source
3-aminobenzoic acid3-aminobenzoic acid : An aminobenzoic acid carrying an amino group at position 3.

3-aminobenzoic acid: RN given refers to parent cpd
aminobenzoic acid
adrenaloneadrenalone: RN given refers to parent cpdaromatic ketone
5-chlorosalicylic acid5-chlorosalicylic acid : A monohydroxybenzoic acid that is 2-hydroxybenzoic acid (salicylic acid) in which the hydrogen at position 5 is replaced by chlorine.

5-chlorosalicylic acid: major metabolite of meseclazone; RN given refers to parent cpd
chlorobenzoic acid;
monochlorobenzenes;
monohydroxybenzoic acid
5-methylpyrazole-3-carboxylic acid5-methyl-pyrazole-3-carboxylic acid : A memebr of the class of pyrazoles that is 1H-pyrazole with methyl and carboxylic acid group substituents at positions 5 and 3 respectively.

5-methylpyrazole-3-carboxylic acid: structure
monocarboxylic acid;
pyrazoles
metabolite
3-aminopyridine
3,5-pyridinedicarboxylic acid3,5-pyridinedicarboxylic acid: structure in first sourcepyridinedicarboxylic acid
thiophene-2-carboxylatethiophene-2-carboxylic acid : A thiophenecarboxylic acid in which the carboxy group is located at position 2.thiophenecarboxylic acid
2-hydroxy benzimidazole2-hydroxy benzimidazole: structure in first source
2-pyrrolecarboxylic acid2-pyrrolecarboxylic acid: hypocalcemic action; structure

pyrrole-2-carboxylic acid : A pyrrolecarboxylic acid that is 1H-pyrrole carrying a carboxy substituent at position 2.
pyrrolecarboxylic acidplant metabolite
3-hydroxypicolinic acidmonocarboxylic acid;
monohydroxypyridine
MALDI matrix material
3-hydroxy-1-benzopyran-2-one3-hydroxycoumarin: Photoprotective from sea urchin gametes and embryonic cells; structure in first source

hydroxycoumarin : Any coumarin carrying at least one hydroxy substituent.
hydroxycoumarin
oxiniacic acidaromatic carboxylic acid;
pyridines
6-aminonicotinic acid6-aminonicotinic acid : An aminonicotinic acid in which the amino group is situated at position 6 of the pyridine ring.

6-aminonicotinic acid: RN given refers to parent cpd
aminonicotinic acid;
aminopyridine;
aromatic amine
metabolite
2,3-dihydroxypyridine2,3-dihydroxypyridine: affects thyroid function

pyridine-2,3-diol : A dihydroxypyridine in which the two hydroxy groups are located at positions 2 and 3.
dihydroxypyridine
5-hydroxynicotinic acidaromatic carboxylic acid;
pyridines
5-fluorosalicylic acid5-fluorosalicylic acid: structure given in first source; product from action of alkaline phosphatase on 5-fluorosalicyl phosphate; forms highly fluorescent terbium ternary complex
indole-2-carboxylic acidindolyl carboxylic acid
2-aminonicotinic acid2-aminonicotinic acid : An aminonicotinic acid in which the amino group is situated at position 2 of the pyridine ring.

2-aminonicotinic acid: structure in first source

aminonicotinic acid : An aromatic amino acid that is nicotinic acid in which one of the hydrogens attached to the pyridine ring is replaced by an amino group. A 'closed class'.
aminonicotinic acid;
aminopyridine
metabolite
3-aminopicolinic acid
5-bromonicotinic acid5-bromonicotinic acid: structure given in first source
5-fluoro-3-pyridinecarboxylic acid
5-aminonicotinic acid5-aminonicotinic acid : An aminonicotinic acid in which the amino group is situated at position 5 of the pyridine ring.

5-aminonicotinic acid: an inhibitor of D-aspartate oxidase; structure in first source
aminonicotinic acid;
aminopyridine;
aromatic amine
metabolite
crotonic acidbutenoic acid : Any C4, straight-chain fatty acid containing one double bond.

crotonic acid : A but-2-enoic acid with a trans- double bond at C-2. It has been isolated from Daucus carota.

crotonic acid: a stereospecific unsaturated carboxylic acid found in CROTON OIL
2-butenoic acidplant metabolite
3-coumaric acid3-coumaric acid : A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring.

3-coumaric acid: RN given refers to cpd without isomeric designation in Chemline

trans-3-coumaric acid : A 3-coumaric acid that is phenol substituted with trans-2-propenoic acid at position C-3.
3-coumaric acid
pseudoginsenoside f11
3-hydroxyquinolin-2(1h)-one3-hydroxyquinolin-2(1H)-one: structure in first source

dihydroxyquinoline : Any hydroxyquinoline in which the number of hydroxy substituents is specified as two.
hydroxyquinoline;
quinolone
6-Chlorobenzo[d]isoxazol-3-olbenzisoxazole
ceftriaxone1,2,4-triazines;
1,3-thiazoles;
cephalosporin;
oxime O-ether
antibacterial drug;
drug allergen;
EC 3.5.2.6 (beta-lactamase) inhibitor
mofegiline
sun