Page last updated: 2024-10-24

glucan 1,4-alpha-glucosidase activity

Definition

Target type: molecularfunction

Catalysis of the hydrolysis of terminal (1->4)-linked alpha-D-glucose residues successively from non-reducing ends of the chains with release of beta-D-glucose. [EC:3.2.1.3]

Glucan 1,4-alpha-glucosidase activity refers to the enzymatic hydrolysis of alpha-1,4-glucosidic linkages in glucans, which are polysaccharides composed of glucose units. This activity is crucial for the breakdown of starch and glycogen, two primary energy storage molecules in living organisms. The enzyme, often referred to as 1,4-alpha-glucosidase, cleaves the glycosidic bond between glucose residues, releasing individual glucose molecules or smaller oligosaccharides.

The specific mechanism of action involves the enzyme's active site, which typically contains an acidic amino acid residue. This residue, along with other catalytic groups, facilitates the nucleophilic attack of a water molecule on the glycosidic bond. The process results in the hydrolysis of the bond, yielding free glucose and a new reducing end on the remaining glucan chain.

This activity plays a vital role in various biological processes, including:

1. **Carbohydrate digestion:** 1,4-alpha-glucosidases, such as pancreatic alpha-amylase and intestinal sucrase-isomaltase, are responsible for breaking down dietary starch and glycogen into smaller, digestible units. These enzymes act in the digestive tract, allowing the body to absorb glucose as an energy source.

2. **Glycogenolysis:** In animals, the breakdown of glycogen stored in the liver and muscles is catalyzed by glycogen phosphorylase. This enzyme releases glucose-1-phosphate, which is further converted to glucose-6-phosphate by phosphoglucomutase. The glucose-6-phosphate can then enter glycolysis to generate energy.

3. **Sugar metabolism:** Glucan 1,4-alpha-glucosidases are involved in the regulation of blood glucose levels. For instance, the enzyme glucokinase, found in pancreatic beta cells, plays a crucial role in glucose sensing and insulin secretion.

4. **Plant development:** In plants, 1,4-alpha-glucosidases participate in the mobilization of starch reserves during germination and growth. They also contribute to the breakdown of starch during senescence and stress responses.

The molecular function of glucan 1,4-alpha-glucosidase activity is essential for maintaining energy homeostasis, regulating carbohydrate metabolism, and facilitating various biological processes in living organisms.'
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Proteins (2)

ProteinDefinitionTaxonomy
Probable maltase-glucoamylase 2A protein that is a translation product of the MGAM2 gene in human. [PRO:DNx, UniProtKB:Q2M2H8]Homo sapiens (human)
Maltase-glucoamylase, intestinalA maltase-glucoamylase that is encoded in the genome of human. [PRO:DNx, UniProtKB:O43451]Homo sapiens (human)

Compounds (42)

CompoundDefinitionClassesRoles
2,4-thiazolidinedione1,3-thiazolidine-2,4-dione : A thiazolidenedione carrying oxo substituents at positions 2 and 4.

thiazolidine-2,4-dione: structure in first source
thiazolidenedione
methyl acetoacetatemethyl acetoacetate: structureoxo carboxylic acid
diethyl malonatediethyl malonate: isomer of diethylmalonic acid; one of most used compounds in drug synthesis, don't confuse with ethylmalonic aciddicarboxylic acid
1-deoxynojirimycin1-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
acarbosetetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent
miglustatmiglustat : 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.catechinmetabolite
mor-14N-methyldeoxynojirimycin: glucosidase inhibitorhydroxypiperidine;
piperidine alkaloid;
tertiary amino compound
anti-HIV agent;
cardioprotective agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite
terphenyllinterphenyllin : 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-dihydroxypyrrolidine2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine: structure given in first sourcedihydroxypyrrolidine
homonojirimycinhomonojirimycin: inhibits alpha-glucosidase; RN given for (2R-(2alpha,3alpha,4beta,5alpha,6beta))-isomer; structure in first source
valiolaminevaliolamine: isolated from Streptomyces hygroscopicus; RN from CA Index; RN not in Chemline 2/85
migalastatmigalastat: a potent inhibitor of glycolipid biosynthesispiperidines
3-hydroxyterphenyllin3-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
valienaminevalienamine: intermediate formed by microbial degradation of validamycins; structure given in first source
miglitolpiperidines
ao 128AO 128: alpha-glucosidase inhibitor; structure given in first sourceorganic molecular entity
acarboseamino cyclitol;
glycoside
validaminevalidamine : 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)ethanonearomatic ketoneanticoronaviral agent
trisindolinetrisindoline: an antibiotic indole trimer, produced by Vibrio separated from the marine sponge Hyrtios altum; structure given 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
genistein7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
eupatoriopicrinegermacranolide
mangostinalpha-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-methylcoumarin7,8-dihydroxy-4-methylcoumarin: possess strong antioxidant and radical scavenging activities; structure in first sourcehydroxycoumarin
gamma-mangostingamma-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-Mangostinxanthones
9-Hydroxycalabaxanthonexanthones
broussochalcone abroussochalcone A: RN given for (E)-isomer; inhibits neutrophil respiratory burst; structure in first source
salacinolsalacinol: a sulfated thiosugar from Salacia reticulata (CELASTRACEAE); structure in first source
n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin
papyriflavonol apapyriflavonol 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
l-altro-1-deoxynojirimycinL-altro-1-deoxynojirimycin: structure in first source
ponkoranolponkoranol: isolated from the plant Salacia reticulata; structure in first source
sch 725680Sch 725680: an aazaphilone from Aspergillus sp.; structure in first source
aspernolide aaspernolide A: structure in first source
kotalanolKotalanol: a sulfated thiosugar from Salacia plant genus; alpha-glucosidase inhibitor; structure in first source
neosalacinol
aspulvinone E4-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 bpinophilin B: from cultures of a fungus (Penicillium pinophilum Hedgcok) derived from a seaweed; structure in first source