oligo-1,6-glucosidase activity
Definition
Target type: molecularfunction
Catalysis of the hydrolysis of (1->6)-alpha-D-glucosidic linkages in some oligosaccharides produced from starch and glycogen by alpha-amylase, and in isomaltose. Releases a free alpha-D-glucose. [EC:3.2.1.10]
Oligo-1,6-glucosidase activity is a hydrolase activity that specifically cleaves alpha-1,6-glycosidic linkages in oligosaccharides. This enzyme plays a crucial role in carbohydrate metabolism, particularly in the breakdown of complex carbohydrates like glycogen and starch.
The enzyme's active site recognizes and binds to the alpha-1,6-glycosidic linkage. The catalytic mechanism involves the following steps:
1. **Protonation:** A proton from a catalytic residue in the active site is donated to the oxygen atom of the glycosidic bond.
2. **Nucleophilic attack:** A nucleophile, often a water molecule activated by a nearby amino acid residue, attacks the carbon atom at the anomeric position of the glucose residue.
3. **Bond cleavage:** The glycosidic bond breaks, releasing the glucose residue.
4. **Deprotonation:** The proton previously donated to the oxygen atom is removed, regenerating the catalytic residue.
The cleavage of alpha-1,6-glycosidic linkages is essential for several reasons:
* **Glycogen degradation:** In glycogen metabolism, oligo-1,6-glucosidase, also known as debranching enzyme, removes the branch points in glycogen, allowing further breakdown by other enzymes.
* **Starch digestion:** Oligo-1,6-glucosidase contributes to the digestion of starch, which contains alpha-1,6-glycosidic linkages in its branched structure.
* **Regulation of carbohydrate metabolism:** By controlling the breakdown of complex carbohydrates, oligo-1,6-glucosidase indirectly influences blood glucose levels.
Deficiencies in oligo-1,6-glucosidase activity can lead to glycogen storage diseases, characterized by the accumulation of abnormal glycogen in various tissues. This highlights the enzyme's critical role in maintaining normal carbohydrate metabolism.'
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Proteins (1)
| Protein | Definition | Taxonomy |
|---|---|---|
| Sucrase-isomaltase, intestinal | A sucrase-isomaltase, intestinal that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14410] | Homo sapiens (human) |
Compounds (30)
| Compound | Definition | Classes | Roles |
|---|---|---|---|
| 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 | |
| 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 |
| (-)-catechin | (-)-catechin : The (-)-enantiomer of catechin. | catechin | 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 |
| 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 | ||
| 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 | ||
| 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 | |
| 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 | |
| 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 | ||
| n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin | |||
| l-altro-1-deoxynojirimycin | L-altro-1-deoxynojirimycin: structure in first source | ||
| sch 725680 | Sch 725680: an aazaphilone from Aspergillus sp.; structure in first source | ||
| aspernolide a | aspernolide A: structure in first source | ||
| 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 |