Target type: molecularfunction
Catalysis of the hydrolysis of terminal, non-reducing alpha-(1->4)-linked alpha-D-glucose residues with release of alpha-D-glucose. [EC:3.2.1.20]
Alpha-1,4-glucosidase activity is a catalytic activity that hydrolyzes the alpha-1,4-glycosidic bond in a polysaccharide, releasing a glucose molecule. This enzymatic activity is crucial for the breakdown of complex carbohydrates, such as starch and glycogen, into smaller sugar units that can be absorbed by cells. It plays a vital role in both intracellular and extracellular carbohydrate metabolism. Here are the key aspects of alpha-1,4-glucosidase activity:
1. **Substrate specificity:** The enzyme specifically recognizes and acts on the alpha-1,4-glycosidic bond. This bond links glucose units in polysaccharides like starch and glycogen.
2. **Hydrolysis reaction:** The enzyme catalyzes the addition of a water molecule to the glycosidic bond, breaking it apart and releasing a glucose molecule.
3. **Product formation:** The hydrolysis reaction results in the production of glucose, which can be utilized by cells for energy production or other metabolic processes.
4. **Importance in carbohydrate metabolism:** Alpha-1,4-glucosidase activity is essential for the breakdown of complex carbohydrates into simpler sugars. This is crucial for:
- **Digestion:** In the digestive tract, it breaks down dietary starch into glucose, which can be absorbed and used for energy.
- **Glycogenolysis:** In the liver and muscle cells, it breaks down glycogen, the storage form of glucose, releasing glucose into the bloodstream to maintain blood sugar levels.
- **Cellular metabolism:** Alpha-1,4-glucosidase activity is also involved in various intracellular processes, including the synthesis of other carbohydrates and the degradation of specific glycoconjugates.
5. **Regulation of activity:** The activity of alpha-1,4-glucosidase can be regulated by various factors, including:
- **pH:** Optimal pH for activity varies depending on the specific enzyme.
- **Temperature:** Enzyme activity is sensitive to temperature changes.
- **Inhibitors:** Specific molecules can inhibit the activity of alpha-1,4-glucosidase, playing a role in regulating carbohydrate metabolism.
6. **Clinical significance:** Disorders involving alpha-1,4-glucosidase activity can lead to various metabolic abnormalities. For example, deficiencies in certain alpha-1,4-glucosidase enzymes can cause glycogen storage diseases, leading to impaired glycogen breakdown and accumulation of glycogen in tissues.'
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| Protein | Definition | Taxonomy |
|---|---|---|
| Lysosomal alpha-glucosidase | A lysosomal alpha-glucosidase that is encoded in the genome of cow. [OMA:Q9MYM4, PRO:DNx] | Bos taurus (cattle) |
| Probable maltase-glucoamylase 2 | A protein that is a translation product of the MGAM2 gene in human. [PRO:DNx, UniProtKB:Q2M2H8] | Homo sapiens (human) |
| Sucrase-isomaltase, intestinal | A sucrase-isomaltase, intestinal that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14410] | Homo sapiens (human) |
| Neutral alpha-glucosidase C | A neutral alpha-glucosidase C that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q8TET4] | Homo sapiens (human) |
| Lysosomal alpha-glucosidase | A lysosomal alpha-glucosidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P10253] | Homo sapiens (human) |
| Maltase-glucoamylase, intestinal | A maltase-glucoamylase that is encoded in the genome of human. [PRO:DNx, UniProtKB:O43451] | Homo sapiens (human) |
| Compound | Definition | Classes | Roles |
|---|---|---|---|
| 8-hydroxy-2-(di-n-propylamino)tetralin | 8-Hydroxy-2-(di-n-propylamino)tetralin: A serotonin 1A-receptor agonist that is used experimentally to test the effects of serotonin. 8-OH-DPAT : A tetralin substituted at positions 1 and 7 by hydroxy and dipropylamino groups respectively | phenols; tertiary amino compound; tetralins | serotonergic antagonist |
| buspirone | buspirone : An azaspiro compound that is 8-azaspiro[4.5]decane-7,9-dione substituted at the nitrogen atom by a 4-(piperazin-1-yl)butyl group which in turn is substituted by a pyrimidin-2-yl group at the N(4) position. Buspirone: An anxiolytic agent and serotonin receptor agonist belonging to the azaspirodecanedione class of compounds. Its structure is unrelated to those of the BENZODIAZAPINES, but it has an efficacy comparable to DIAZEPAM. | azaspiro compound; N-alkylpiperazine; N-arylpiperazine; organic heteropolycyclic compound; piperidones; pyrimidines | anxiolytic drug; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; sedative; serotonergic agonist |
| n-methyldeoxynojirimycin | N-methyl-1-deoxynojirimycin : A hydroxypiperidine that is duvoglustat in which the amino hydrogen is replaced by a methyl group. It is an inhibitor of alpha-glucosidase, an agonist of the glucose sensor SGLT3 and exhibits anti-HIV activity. | ||
| 2,4-thiazolidinedione | 1,3-thiazolidine-2,4-dione : A thiazolidenedione carrying oxo substituents at positions 2 and 4. thiazolidine-2,4-dione: structure in first source | thiazolidenedione | |
| methyl acetoacetate | methyl acetoacetate: structure | oxo carboxylic acid | |
| diethyl malonate | diethyl malonate: isomer of diethylmalonic acid; one of most used compounds in drug synthesis, don't confuse with ethylmalonic acid | dicarboxylic acid | |
| yohimbine | yohimbine : An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina. Yohimbine: A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION. | methyl 17-hydroxy-20xi-yohimban-16-carboxylate | alpha-adrenergic antagonist; dopamine receptor D2 antagonist; serotonergic antagonist |
| orcinol | orcinol : A 5-alkylresorcinol in which the alkyl group is specified as methyl. orcinol: used as reagent for pentoses, lignin, beet sugar, saccharoses, arabinose & diastase; RN given refers to parent cpd; structure | 5-alkylresorcinol; dihydroxytoluene | Aspergillus metabolite |
| 1-deoxynojirimycin | 1-deoxy-nojirimycin: structure in first source duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. | 2-(hydroxymethyl)piperidine-3,4,5-triol; piperidine alkaloid | anti-HIV agent; anti-obesity agent; bacterial metabolite; EC 3.2.1.20 (alpha-glucosidase) inhibitor; hepatoprotective agent; hypoglycemic agent; plant metabolite |
| acarbose | tetrasaccharide derivative | EC 3.2.1.1 (alpha-amylase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; geroprotector; hypoglycemic agent | |
| miglustat | miglustat : A hydroxypiperidine that is deoxynojirimycin in which the amino hydrogen is replaced by a butyl group. miglustat: a glucosylceramide synthase inhibitor | piperidines; tertiary amino compound | anti-HIV agent; EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor |
| orsellinic acid | o-orsellinic acid : A dihydroxybenzoic acid that is 2,4-dihydroxybenzoic acid in which the hydrogen at position 6 is replaced by a methyl group. orsellinic acid: from the Sonoran desert endophytic fungus Chaetomium globosum; structure in first source | dihydroxybenzoic acid; resorcinols | fungal metabolite; marine metabolite; metabolite |
| (-)-catechin | (-)-catechin : The (-)-enantiomer of catechin. | catechin | metabolite |
| mor-14 | N-methyldeoxynojirimycin: glucosidase inhibitor | hydroxypiperidine; piperidine alkaloid; tertiary amino compound | anti-HIV agent; cardioprotective agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; plant metabolite |
| terphenyllin | terphenyllin : A para-terphenyl that is 1,1':4',1''-terphenyl substituted by methoxy groups at positions 3' and 6' and hydroxy groups at positions 2', 4 and 4''. It has been isolated from Aspergillus taichungensis. terphenyllin: novel p-terphenyl metabolite from Aspergillus candidus | dimethoxybenzene; para-terphenyl; phenols | Aspergillus metabolite; mycotoxin |
| 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine | 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine: structure given in first source | dihydroxypyrrolidine | |
| 1,4-dideoxy-1,4-iminoarabinitol | 1,4-dideoxy-1,4-iminoarabinitol: RN given refers to (2S-(2alpha,3beta,4alpha))-isomer; structure given in first source | ||
| homonojirimycin | homonojirimycin: inhibits alpha-glucosidase; RN given for (2R-(2alpha,3alpha,4beta,5alpha,6beta))-isomer; structure in first source | ||
| valiolamine | valiolamine: isolated from Streptomyces hygroscopicus; RN from CA Index; RN not in Chemline 2/85 | ||
| migalastat | migalastat: a potent inhibitor of glycolipid biosynthesis | piperidines | |
| 3-hydroxyterphenyllin | 3-hydroxyterphenyllin : A para-terphenyl that is the 3-hydroxy derivative of terphenyllin. It has been isolated from Aspergillus taichungensis. 3-hydroxyterphenyllin: metabolite of Aspergillus candidus; structure | catechols; dimethoxybenzene; para-terphenyl | Aspergillus metabolite |
| valienamine | valienamine: intermediate formed by microbial degradation of validamycins; structure given in first source | ||
| miglitol | piperidines | ||
| ao 128 | AO 128: alpha-glucosidase inhibitor; structure given in first source | organic molecular entity | |
| acarbose | amino cyclitol; glycoside | ||
| 2,5-dideoxy-2,5-imino-d-glucitol | 2,5-dideoxy-2,5-imino-D-glucitol: structure in first source | ||
| validamine | validamine : An amino cyclitol consisting of 1D-chiro-inositol lacking the 6-hydroxy group and having those at positions 1 and 5 replaced by amino and hydroxymethyl groups respectively. validamine: RN given from CA Index Guide; RN not in Chemline 11/84; structure given in first source | amino cyclitol | |
| 1,4-dideoxy-1,4-imino-d-arabinitol | |||
| 2-(Benzotriazol-1-yl)-1-(4-bromophenyl)ethanone | aromatic ketone | anticoronaviral agent | |
| trisindoline | trisindoline: an antibiotic indole trimer, produced by Vibrio separated from the marine sponge Hyrtios altum; structure given in first source | ||
| quercetin | 7-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 | |
| genistein | 7-hydroxyisoflavones | antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor | |
| eupatoriopicrine | germacranolide | ||
| baicalein | trihydroxyflavone | angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger | |
| mangostin | alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities. mangostin: xanthone from rind of Garcinia mangostana Linn. fruit | aromatic ether; phenols; xanthones | antimicrobial agent; antineoplastic agent; antioxidant; plant metabolite |
| 7,8-dihydroxy-4-methylcoumarin | 7,8-dihydroxy-4-methylcoumarin: possess strong antioxidant and radical scavenging activities; structure in first source | hydroxycoumarin | |
| gamma-mangostin | gamma-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3, 6 and 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antitumour activity. | phenols; xanthones | antineoplastic agent; plant metabolite; protein kinase inhibitor |
| beta-Mangostin | xanthones | ||
| 9-Hydroxycalabaxanthone | xanthones | ||
| broussochalcone a | broussochalcone A: RN given for (E)-isomer; inhibits neutrophil respiratory burst; structure in first source | ||
| salacinol | salacinol: a sulfated thiosugar from Salacia reticulata (CELASTRACEAE); structure in first source | ||
| n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin | |||
| papyriflavonol a | papyriflavonol A : A pentahydroxyflavone that is flavone substituted with hydroxy groups at positions 3, 5, 7, 3' and 4' and prenyl groups at positions 6 and 5'. Isolated from Broussonetia papyrifera, it exhibits inhibitory activity against phospholipase A2 and tyrosinase. papyriflavonol A: isolated from Broussonetia papyrifera; structure in first source | 3'-hydroxyflavonoid; flavonols; pentahydroxyflavone | EC 1.14.18.1 (tyrosinase) inhibitor; EC 3.1.1.4 (phospholipase A2) inhibitor; metabolite |
| 3-o-methylfunicone | 3-O-methylfunicone: derived from Penicillium pinophilum; structure in first source | ||
| l-altro-1-deoxynojirimycin | L-altro-1-deoxynojirimycin: structure in first source | ||
| ponkoranol | ponkoranol: isolated from the plant Salacia reticulata; structure in first source | ||
| sch 725680 | Sch 725680: an aazaphilone from Aspergillus sp.; structure in first source | ||
| 5-[[4-(4-acetylphenyl)-1-piperazinyl]sulfonyl]-1,3-dihydroindol-2-one | aromatic ketone | ||
| aspernolide a | aspernolide A: structure in first source | ||
| kotalanol | Kotalanol: a sulfated thiosugar from Salacia plant genus; alpha-glucosidase inhibitor; structure in first source | ||
| neosalacinol | |||
| 5-[[4-(4-acetylphenyl)-1-piperazinyl]sulfonyl]-3,3-dichloro-1H-indol-2-one | aromatic ketone | ||
| aspulvinone E | 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one : A member of the class of butenolides that is furan-2(5H)-one substituted by 4-hydroxyphenyl, hydroxy and 4-hydroxybenzylidene groups at positions 3, 4 and 5, respectively. aspulvinone E : A 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one in which the double bond adopts a Z-configuration. It is a marine metabolite isolated from the fungus Aspergillus terreus and exhibits antiviral activity. | 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one; aspulvinone | antiviral agent; Aspergillus metabolite; EC 3.2.1.20 (alpha-glucosidase) inhibitor; marine metabolite |
| pinophilin b | pinophilin B: from cultures of a fungus (Penicillium pinophilum Hedgcok) derived from a seaweed; structure in first source |