Page last updated: 2024-10-24

steryl-beta-glucosidase activity

Definition

Target type: molecularfunction

Catalysis of the reaction: cholesteryl-beta-D-glucoside + H2O = D-glucose + cholesterol. [EC:3.2.1.104, RHEA:11956]

Steryl-beta-glucosidase activity is a hydrolase activity that catalyzes the hydrolysis of the beta-glycosidic linkage between a sterol and a glucose molecule. Sterols, such as cholesterol, are essential components of cell membranes and are crucial for maintaining membrane fluidity and integrity. Steryl-beta-glucosidase plays a critical role in the metabolism of sterols by cleaving the glucose moiety from sterol glycosides, releasing free sterols that can be further utilized by the cell. The enzyme typically exhibits specificity for sterol glycosides, with varying degrees of preference for different sterol substrates. Steryl-beta-glucosidase is found in various organisms, including plants, animals, and fungi, and plays important roles in diverse physiological processes, including:

1. **Sterol homeostasis:** Steryl-beta-glucosidase contributes to the regulation of sterol levels within cells by hydrolyzing sterol glycosides and releasing free sterols, ensuring optimal membrane fluidity and function.

2. **Plant development:** In plants, steryl-beta-glucosidase is involved in the biosynthesis and transport of sterols, which are essential for cell growth and development, as well as for the production of hormones and other signaling molecules.

3. **Hormone biosynthesis:** Steryl-beta-glucosidase has been linked to the biosynthesis of steroid hormones in animals. The enzyme may act on steroid glycosides, releasing free steroids that serve as precursors for the production of hormones like testosterone and estrogen.

4. **Pathogen defense:** In some organisms, steryl-beta-glucosidase activity is involved in the defense against pathogens. The enzyme can hydrolyze glycosidic bonds in the cell walls of pathogens, weakening their structural integrity and hindering their invasion.

Overall, steryl-beta-glucosidase is a crucial enzyme with a wide range of physiological roles, contributing to sterol metabolism, membrane integrity, cell signaling, and pathogen defense. Its activity ensures proper sterol homeostasis and facilitates essential cellular processes in diverse organisms.'
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Proteins (3)

ProteinDefinitionTaxonomy
Lysosomal acid glucosylceramidaseA lysosomal acid glucosylceramidase that is encoded in the genome of cow. [OMA:Q2KHZ8, PRO:DNx]Bos taurus (cattle)
Non-lysosomal glucosylceramidaseA non-lysosomal glucosylceramidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9HCG7]Homo sapiens (human)
Lysosomal acid glucosylceramidaseA lysosomal acid glucosylceramidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P04062]Homo sapiens (human)

Compounds (47)

CompoundDefinitionClassesRoles
ambroxolAmbroxol: A metabolite of BROMHEXINE that stimulates mucociliary action and clears the air passages in the respiratory tract. It is usually administered as the hydrochloride.aromatic amine
beta-glucono-1,5-lactonebeta-glucono-1,5-lactone: structure

D-glucono-1,5-lactone : An aldono-1,5-lactone obtained from D-gluconic acid.
aldono-1,5-lactone;
gluconolactone
animal metabolite;
mouse metabolite
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
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
castanosperminecastanospermine : A tetrahydroxyindolizidine alkaloid that consists of octahydroindolizine having four hydroxy substituents located at positions 1, 6, 7 and 8 (the 1S,6S,7R,8R,8aR-diastereomer).

castanospermine: indolizidine alkaloid from seeds of Australian legume, Castanospermum australe
indolizidine alkaloidanti-HIV-1 agent;
anti-inflammatory agent;
EC 3.2.1.* (glycosidase) inhibitor;
metabolite
n-phenylphthalimideN-phenylphthalimide: structure given in first source
fagominefagomine: structure in first sourcepiperidines
N-Benzylphthalimideisoindoles
1-(10h-phenothiazin-2-yl)ethanone1-(10H-phenothiazin-2-yl)ethanone: structure in first sourcephenothiazines
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
1,2,3,4-tetrahydroxy-nor-tropanecalystegine B(2): RN given for (2-endo,3-exo,4-endo)-isomer; structure in first source
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
cyclophellitolcyclophellitol: structure given in first source; isolated from Phellinus sp.
migalastatmigalastat: a potent inhibitor of glycolipid biosynthesispiperidines
calystegine a3calystegine A3: also inhibits beta-xylosidase; structure in first source
miglitolpiperidines
isofagominepiperidines
1,4-dideoxy-1,4-imino-d-arabinitol
n-nonyl-1-deoxynojirimycinN-nonyldeoxynojirimycin : A hydroxypiperidine that is deoxynojirimycin (duvoglustat) in which the amino hydrogen is replaced by a nonyl group.hydroxypiperidine;
tertiary amino compound
antiviral agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
EC 3.2.1.45 (glucosylceramidase) inhibitor
1-(1-benzimidazolyl)-3-(1-cyclohex-3-enylmethoxy)-2-propanolbenzimidazoles
2-(2-phenylethylthio)-3-pyridinecarboxylic acidaromatic carboxylic acid;
pyridines
4-(2-furanylmethyl)-3-(phenylmethyl)-1H-1,2,4-triazole-5-thionebenzenes
2-[[4-(4-chloroanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanoldialkylarylamine;
tertiary amino compound
4-(benzenesulfonamido)-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzamidesulfonamide
tamoxifenstilbenoid;
tertiary amino compound
angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator
4-oxido-3-(4-phenoxyphenyl)-4a,5,6,7,8,8a-hexahydroquinoxalin-1-ium 1-oxidearomatic ether
2-[[4-(3-methylanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanoldialkylarylamine;
tertiary amino compound
N-(1-benzylpiperidin-4-yl)-2-(pyridin-3-yl)quinazolin-4-amineN-(1-benzylpiperidin-4-yl)-2-(pyridin-3-yl)quinazolin-4-amine : A member of the class of quinazolines that is quinazoline which is substituted by a pyridin-3-yl group and a (1-benzylpiperidin-4-yl)nitrilo group at positions 2 and 4, respectively.aromatic amine;
piperidines;
pyridines;
quinazolines;
secondary amino compound;
tertiary amino compound
N-[4-methyl-2-(4-morpholinyl)-6-quinolinyl]cyclohexanecarboxamideaminoquinoline
n-(5-adamantane-1-yl-methoxy-pentyl)deoxynojirimycin
ogt2378sinbaglustat: an antineopl agent; structure in first source
nnc 26-9100NNC 26-9100: structure in first sourceaminopyridine
3-epi-fagomine3-epi-fagomine : A member of the class of hydroxypiperidines that is piperidine carrying a hydroxymethyl substituent at position 2 as well as two hydroxy substituents at positions 3 and 4 (the 2R,3R,4S-diastereomer).amino monosaccharide;
hydroxypiperidine;
primary alcohol;
secondary alcohol;
secondary amino compound;
triol
EC 3.2.1.10 (oligo-1,6-glucosidase) inhibitor;
EC 3.2.1.23 (beta-galactosidase) inhibitor;
plant metabolite
l-altro-1-deoxynojirimycinL-altro-1-deoxynojirimycin: structure in first source
2-[[4-[2-[(2-methylpropan-2-yl)oxy]anilino]-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolaromatic ether
2-[[4-(5-chloro-2-methoxyanilino)-6-(1-piperidinyl)-1,3,5-triazin-2-yl]amino]ethanolmethoxybenzenes;
substituted aniline
2-[[4-(4-methylanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanoldialkylarylamine;
tertiary amino compound
2-[[4-(2-chloroanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanoldialkylarylamine;
tertiary amino compound
2-[[4-(2-methoxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolmethoxybenzenes;
substituted aniline
2-[[4-(3-methoxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolmethoxybenzenes;
substituted aniline
2-[[4-(4-methoxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolmethoxybenzenes;
substituted aniline
2-[[4-(2-hydroxyethylamino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]phenoldialkylarylamine;
tertiary amino compound
2-[[4-(2-phenoxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolaromatic ether
2-[[4-(1-pyrrolidinyl)-6-[2-(trifluoromethoxy)anilino]-1,3,5-triazin-2-yl]amino]ethanolaromatic ether
2-[[4-(5-chloro-2-ethoxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolaromatic ether
2-[[4-(5-chloro-2-propan-2-yloxyanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanolaromatic ether