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3.2.1.40: alpha-L-rhamnosidase

This is an abbreviated version!
For detailed information about alpha-L-rhamnosidase, go to the full flat file.

Word Map on EC 3.2.1.40

Reaction

4',5,7-trihydroxyflavanone 7-rhamnoglucoside
+
H2O
=
4',5,7-trihydroxyflavanone 7-glucoside
+
alpha-L-rhamnose

Synonyms

alpha-L-rhamnosidase, alpha-L-rhamnosidase A, alpha-L-rhamnosidase B, alpha-L-rhamnosidase N, alpha-L-rhamnosidase Ram A, alpha-L-rhamnosidase T, alpha-RHA, AoRha, AorhaA, BtRha, BtRha78A, DtRha, EC 3.2.1.66, GH106 alpha-L-rhamnosidase, gypenoside-alpha-L-rhamnosidase, KoRha, L-rhamnosidase, More, naringinase, pnp-rhamnohydrolase, RamA, RHA-P, RhaA, RhaB, RhaB1, RhaB2, RhaL1, Rham, rhamnosidase, alpha -L-, RhmA, saponin-alpha-L-rhamnosidase

ECTree

     3 Hydrolases
         3.2 Glycosylases
             3.2.1 Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
                3.2.1.40 alpha-L-rhamnosidase

Inhibitors

Inhibitors on EC 3.2.1.40 - alpha-L-rhamnosidase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1R,2S,6R,8S,8aS)-6-methyloctahydroindolizine-1,2,8-triol
-
-
(2S,3R,4S)-benzyl-3,4-dihydroxy pyrrolidine
-
IC50 is 0.168 mM
(2S,3R,4S)-deacetyl anisomycin
-
IC50 is 0.137 mM
(2S,3S,4R)-benzyl-3,4-dihydroxy pyrrolidine
-
competitive
(2S,3S,4R)-deacetyl anisomycin
-
competitive
(2S,3S,4S)-2-methyl-3,4-dihydro-2H-pyrrole-3,4-diol
-
-
(2S,3S,4S)-2-methylpyrrolidine-3,4-diol
-
-
(2S,3S,4S)-anisomycin
-
competitive
(2S,3S,4S)-deacetyl anisomycin
-
competitive
(3S,4R)-3,4-dihydroxy-5-spirocyclopropyl-DELTA-pyrroline
-
-
(3S,4S)-3,4-dihydroxy-5-spirocyclopropyl-DELTA-pyrroline
-
72% inhibition at 1 mM
(6S,7S,8S)-4-azaspiro[2.5]octane-6,7,8-triol
-
72% inhibition at 1 mM
1,10-phenanthroline
less effective inhibitor, when the 1,10-phenanthroline concentration is raised to 10 mM, the activity of isoform RhaB1 decreases by 50%; less effective inhibitor, when the 1,10-phenanthroline concentration is raised to 10 mM, the activity of isoform RhaB2 decreases by 50%
4-Chloromercuriphenylsulfonate
-
strong inhibition
6-deoxy-D-glucose
acetone
acetonitrile
1% (v/v), about 55% loss of activity, 5% (v/v), about 90% loss of activity
alpha-L-rhamnose
Citric acid
-
no other organic acids, highest inhibition at low pH
CuCl2
D-glucose
dimethyl sulfoxide
the addition of organic solvent can enhance solubility of naringin dihydrochalcone, but it also decreases enzyme activity. Dimethyl sulfoxide, acetone and methanol decrease enzyme activity more seriously than that of ethanol. When necessary, ethanol as a co-solvent with quantity less than 5% (v/v) is ecommended to improve the hydrolysis reaction of naringin dihydrochalcone
DMSO
1% (v/v), about 45% loss of activity, 5% (v/v), about 75% loss of activity
ethanol
ethylene glycol
1% (v/v), about 15% loss of activity, 5% (v/v), about 30% loss of activity
FeCl3
1 mM, 76% residual activity
five-membered ring azasugars
-
with L-rhamnose configuration, substitution at the nitrogen shifts the inhibition mechanism from mixed to competitive
-
HgCl2
Isopropanol
1% (v/v), about 25% loss of activity, 5% (v/v), about 55% loss of activity
K+
-
10 mM, 5% loss of activity
L-fucose
L-Lyxose
-
competitive
L-Mannose
Bacteroides JY-6
-
competitive
L-rhamnose
Li+
-
10 mM, 8% loss of activity
methanol
methyl-alpha-D-mannoside
-
competitive
N,N-Dimethylformamide
1% (v/v), about 70% loss of activity, 5% (v/v), about 90% loss of activity
Na+
-
10 mM, 10% loss of activity
p-chlormercuriphenylsulfonic acid
Bacteroides JY-6
-
modification of cysteines
p-chloromercuribenzoate
-
1 mM, 11% residual activity
p-chloromercuribenzoic acid
0.1 mM, 50% residual activity
p-hydroxymercuribenzoate
-
-
phosphoramidon
isoform RhaB1 shows 23.8% residual activity at 1 mM; isoform RhaB2 shows 42.5% residual activity at 1 mM
polyhexamethylene biguanide
1 mM reduces the activity of isoform RhaB1 to 10.9% and isoform RhaB2 to 36.0% residual activity; 1 mM reduces the activity of isoform RhaB1 to 10.9% residual activity
Sodium acetate
-
above 0.3 M , at pH 5
thiorphan
less effective inhibitor; less effective inhibitor
ZnCl2
1 mM, 73% residual activity
[4-([[(2S,3S,4R)-3,4-dihydroxypyrrolidin-2-yl]methyl]amino)-5-hydroxy-6-methylpyridin-2-yl]methyl dihydrogen phosphate
-
-
[4-([[(2S,3S,4S)-3,4-dihydroxypyrrolidin-2-yl]methyl]amino)-5-hydroxy-6-methylpyridin-2-yl]methyl dihydrogen phosphate
-
-
additional information
-