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Information on EC 3.2.1.130 - glycoprotein endo-alpha-1,2-mannosidase

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IUBMB Comments
The enzyme catalyses the hydrolysis of the terminal alpha-D-glucosyl-(1->3)-D-mannosyl unit from the GlcMan9(GlcNAc)2 oligosaccharide component of N-glucosylated proteins during their processing in the Golgi apparatus. The name for the isomer is based on a nomenclature proposed by Prien et al .
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UNIPROT: D6D1V7
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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
endomannosidase, manea, endo-alpha-d-mannosidase, endo-alpha-mannosidase, golgi-endomannosidase, alpha-endomannosidase, glucosyl mannosidase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
endo-alpha-1,2-mannanase
-
endo-alpha-1,2-mannosidase
-
endo-alpha-mannosidase
-
endo-alpha-D-mannosidase
-
-
-
-
endo-alpha-mannosidase
-
-
-
-
endomannosidase
-
-
-
-
glucosyl mannosidase
-
-
-
-
glucosylmannosidase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of O-glycosyl bond
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
glycoprotein glucosylmannohydrolase
The enzyme catalyses the hydrolysis of the terminal alpha-D-glucosyl-(1->3)-D-mannosyl unit from the GlcMan9(GlcNAc)2 oligosaccharide component of N-glucosylated proteins during their processing in the Golgi apparatus. The name for the isomer is based on a nomenclature proposed by Prien et al [7].
CAS REGISTRY NUMBER
COMMENTARY hide
108022-16-8
-
125858-79-9
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
alpha-glucopyranosyl-(1->3)-alpha-mannopyranosyl fluoride + H2O
?
show the reaction diagram
-
-
-
?
Glc(1->3)Man9GlcNAc2 + H2O
Man8GlcNAc + glucosyl alpha1,3-mannose
show the reaction diagram
-
-
-
?
GlcMan7GlcNAc2 + H2O
Man6GlcNAc2 + glucosyl alpha-(1->3)-D-mannose
show the reaction diagram
-
-
-
?
GlcMan9GlcNAc2 + H2O
?
show the reaction diagram
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
GlcMan7GlcNAc2 + H2O
Man6GlcNAc2 + glucosyl alpha-(1->3)-D-mannose
show the reaction diagram
-
-
-
?
GlcMan9GlcNAc2 + H2O
?
show the reaction diagram
-
-
-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(3R,4R,5R)-3-(alpha-D-glucopyranosyloxy)-4-hydroxy-5-(hydroxymethyl)piperidine
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alpha-glucopyranosyl-(1->3)-deoxymannojirimycin
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alpha-Man-1,3-noeuromycin
potent inhibitor
alpha-mannosyl-1,3-(2-aminodeoxymannojirimycin)
the inhibitor binds like other iminosugar inhibitors. The poor inhibition shown by this compound is not a result of a failure to achieve the expected interaction with the general base, but rather the reduction in basicity of the endocyclic nitrogen caused by introduction of a vicinal, protonated amine at C2
alpha-mannosyl-1,3-mannoimidazole
the inhibitor binds with the imidazole headgroup distorted downwards, a result of an unfavourable interaction with a conserved active site tyrosine
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.7
alpha-glucopyranosyl-(1->3)-alpha-mannopyranosyl fluoride
wild type enzyme, at pH 8.0 and 37°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6.34
alpha-glucopyranosyl-(1->3)-alpha-mannopyranosyl fluoride
wild type enzyme, at pH 8.0 and 37°C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
9.1
alpha-glucopyranosyl-(1->3)-alpha-mannopyranosyl fluoride
wild type enzyme, at pH 8.0 and 37°C
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
D6D1V7_9BACE
380
0
43437
TrEMBL
-
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
single wavelength anomalous dispersion technique
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
NiSO4-charged HiTrap column chromatography and S75 gel filtration
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Thompson, A.J.; Williams, R.J.; Hakki, Z.; Alonzi, D.S.; Wennekes, T.; Gloster, T.M.; Songsrirote, K.; Thomas-Oates, J.E.; Wrodnigg, T.M.; Spreitz, J.; Stuetz, A.E.; Butters, T.D.; Williams, S.J.; Davies, G.J.
Structural and mechanistic insight into N-glycan processing by endo-alpha-mannosidase
Proc. Natl. Acad. Sci. USA
109
781-786
2012
Bacteroides thetaiotaomicron (Q8A109), Bacteroides thetaiotaomicron DSM 2079 (Q8A109), Bacteroides xylanisolvens (D6D1V7), Bacteroides xylanisolvens XB1A (D6D1V7)
Manually annotated by BRENDA team
Fernandes, P.Z.; Petricevic, M.; Sobala, L.; Davies, G.J.; Williams, S.J.
Exploration of strategies for mechanism-based inhibitor design for family GH99 endo-alpha-1,2-mannanases
Chemistry
24
7464-7473
2018
Bacteroides xylanisolvens (D6D1V7), Bacteroides xylanisolvens XB1A (D6D1V7)
Manually annotated by BRENDA team
Petricevic, M.; Sobala, L.F.; Fernandes, P.Z.; Raich, L.; Thompson, A.J.; Bernardo-Seisdedos, G.; Millet, O.; Zhu, S.; Sollogoub, M.; Jimenez-Barbero, J.; Rovira, C.; Davies, G.J.; Williams, S.J.
Contribution of shape and charge to the inhibition of a family GH99 endo-alpha-1,2-mannanase
J. Am. Chem. Soc.
139
1089-1097
2017
Bacteroides xylanisolvens (D6D1V7), Bacteroides xylanisolvens XB1A (D6D1V7)
Manually annotated by BRENDA team