Page last updated: 2024-10-24

glucuronate catabolic process to xylulose 5-phosphate

Definition

Target type: biologicalprocess

The chemical reactions and pathways resulting in the breakdown of glucuronate into other compounds, including xylulose 5-phosphate. [GOC:go_curators]

The glucuronate catabolic process to xylulose 5-phosphate is a multi-step metabolic pathway that involves the conversion of glucuronic acid to xylulose 5-phosphate. This pathway is crucial for the detoxification of various compounds, including steroid hormones, bilirubin, and drugs.

**Step 1: Glucuronic acid to D-glucuronate**
Glucuronic acid, a derivative of glucose, is first reduced to D-glucuronate by the enzyme glucuronate reductase. This reduction step utilizes NADPH as a reducing agent.

**Step 2: D-glucuronate to L-gulonate**
D-glucuronate is then epimerized to L-gulonate by the enzyme D-glucuronate 3-epimerase. This epimerization involves the inversion of the configuration at the C-3 carbon atom.

**Step 3: L-gulonate to L-xylulose**
L-gulonate is oxidized to L-xylulose by the enzyme L-gulonate dehydrogenase. This oxidation step utilizes NAD+ as an oxidizing agent.

**Step 4: L-xylulose to D-xylulose**
L-xylulose is then epimerized to D-xylulose by the enzyme L-xylulose 5-epimerase. This epimerization involves the inversion of the configuration at the C-5 carbon atom.

**Step 5: D-xylulose to xylulose 5-phosphate**
Finally, D-xylulose is phosphorylated to xylulose 5-phosphate by the enzyme xylulose kinase. This phosphorylation step utilizes ATP as a phosphate donor.

**Overall reaction:**

Glucuronic acid + NADPH + NAD+ + ATP → xylulose 5-phosphate + NADP+ + ADP + H2O

**Regulation:**

The glucuronate catabolic process is tightly regulated by various factors, including substrate availability, enzyme activity, and hormonal signals.

**Clinical significance:**

Deficiencies in enzymes involved in this pathway can lead to various metabolic disorders, such as pentosuria and glucuronic aciduria. Moreover, this pathway is important for the detoxification of xenobiotics, and disruptions in its function can contribute to drug toxicity.

**Summary:**

The glucuronate catabolic process to xylulose 5-phosphate is a vital metabolic pathway that plays crucial roles in detoxification, carbohydrate metabolism, and cellular signaling. The pathway involves a series of enzymatic steps that convert glucuronic acid to xylulose 5-phosphate, a key intermediate in the pentose phosphate pathway.'
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Proteins (3)

ProteinDefinitionTaxonomy
Aldo-keto reductase family 1 member A1An aldo-keto reductase family 1 member A1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14550]Homo sapiens (human)
Sorbitol dehydrogenaseA sorbitol dehydrogenase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q00796]Homo sapiens (human)
Aldo-keto reductase family 1 member A1An aldo-keto reductase family 1 member A1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14550]Homo sapiens (human)

Compounds (25)

CompoundDefinitionClassesRoles
coumarin2H-chromen-2-one: coumarin derivativecoumarinsfluorescent dye;
human metabolite;
plant metabolite
zopolrestatzopolrestat: structure given in first source
valproic acidvalproic acid : A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.

Valproic Acid: A fatty acid with anticonvulsant and anti-manic properties that is used in the treatment of EPILEPSY and BIPOLAR DISORDER. The mechanisms of its therapeutic actions are not well understood. It may act by increasing GAMMA-AMINOBUTYRIC ACID levels in the brain or by altering the properties of VOLTAGE-GATED SODIUM CHANNELS.
branched-chain fatty acid;
branched-chain saturated fatty acid
anticonvulsant;
antimanic drug;
EC 3.5.1.98 (histone deacetylase) inhibitor;
GABA agent;
neuroprotective agent;
psychotropic drug;
teratogenic agent
fr 74366
herniarinherniarin : A member of the class of coumarins that is coumarin substituted by a methoxy group at position 7.

herniarin: methoxy analog of umbelliferone; structure
coumarinsfluorochrome
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
tolrestattolrestat: RN & structure given in first sourcenaphthalenesEC 1.1.1.21 (aldehyde reductase) inhibitor
octyl gallategallate esterfood antioxidant;
hypoglycemic agent;
plant metabolite
isoscopoletinisoscopoletin : A hydroxycoumarin that is esculetin in which the hydroxy group at position 7 is replaced by a methoxy group. It is the major primary metabolite of scoparone.aromatic ether;
hydroxycoumarin
plant metabolite
cp-166,572
lidorestatlidorestat: might prove useful in treating chronic diabetic complications; structure in first source
fidarestatfidarestat: structure given in first source
minalrestatminalrestat: a vasoactive agentisoquinolines
sorbinilsorbinil : An azaspiro compound having a monofluoro-substituted chromane skeleton spiro-linked to an imidazolidinedione ring.

sorbinil: aldose reductase inhibitor
azaspiro compound;
chromanes;
imidazolidinone;
organofluorine compound;
oxaspiro compound
antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor
epalrestatepalrestat : A monocarboxylic acid that is 1,3-thiazolidine which is substituted on the nitrogen by a carboxymethyl group, at positions 2 and 4 by thioxo and oxo groups, respectively, and at position 5 by a 2-methyl-3-phenylprop-2-en-1-ylidene group. It is an inhibitor of aldose reductase (which catalyses the conversion of glucose to sorbitol) and is used for the treatment of some diabetic complications, including neuropathy.monocarboxylic acid;
thiazolidines
EC 1.1.1.21 (aldehyde reductase) inhibitor
idd 594Idd 594: structure in first source
quercetin7-hydroxyflavonol;
pentahydroxyflavone
antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
scopoletinhydroxycoumarinplant growth regulator;
plant metabolite
hymecromoneHymecromone: A coumarin derivative possessing properties as a spasmolytic, choleretic and light-protective agent. It is also used in ANALYTICAL CHEMISTRY TECHNIQUES for the determination of NITRIC ACID.hydroxycoumarinantineoplastic agent;
hyaluronic acid synthesis inhibitor
esculetinesculetin : A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.

esculetin: used in filters for absorption of ultraviolet light; structure
hydroxycoumarinantioxidant;
plant metabolite;
ultraviolet filter
7-hydroxycoumarin7-oxycoumarin: derivatives have anti-oxidant properties

umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.
hydroxycoumarinfluorescent probe;
food component;
plant metabolite
caffeic acid phenethyl esterphenethyl caffeate : An alkyl caffeate ester in which 2-phenylethyl is the alkyl component.alkyl caffeate esteranti-inflammatory agent;
antibacterial agent;
antineoplastic agent;
antioxidant;
antiviral agent;
immunomodulator;
metabolite;
neuroprotective agent
4-methylesculetin4-methylesculetin: has antiinflammatory activity

6,7-dihydroxy-4-methylcoumarin : A hydroxycoumarin that is 4-methylcuomarin which is substituted by hydroxy groups at positions 3 and 4. A hyaluronan synthesis inhibitor. It has also been used as a fluorescent sensor to monitor the consumption of a boronic acid in Suzuki coupling reactions; fluorescence is readily detectable by the naked eye using a standard 365 nm UV lamp.
hydroxycoumarinanti-inflammatory agent;
antioxidant;
hyaluronan synthesis inhibitor
7-hydroxycoumarin-4-acetic acid7-hydroxycoumarin-4-acetic acid: pH-indicator dye; structure in first source
4-hydroxycoumarin2-hydroxychromone: structurehydroxycoumarin