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(1E)-prop-1-en-1-yl 2-(acetylamino)-4-O-[(2R,5R,6R)-5-(acetylamino)-2-(hydroxymethyl)-1,3-oxazinan-6-yl]-2-deoxy-beta-D-glucopyranosyl-(1-4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-4)-beta-D-glucopyranoside
-
potent inhibition, IC50 is 0.0047 mM, chemo-enzymatic synthesis via allyl penta-N-acetyl-chitopentaose using recombinant NodC from Mesorhizobium loti expressed in Escherichia coli, overview
1-butanol
-
about 80% residual activity at 25% (v/v)
1-ethyl-3-(3-dimethylaminopropyl)carbodiimide
-
5 mM, 7% residual activity
2-(piperazin-1-yl)pyridine-3-carboxamide
-
-
2-Acetamido-2-deoxy-D-gluconolactone
-
-
2-Hydroxy-5-nitrobenzyl bromide
-
-
2-methyl-3-[[4-(pyridin-2-yl)piperazin-1-yl]methyl]-1H-indole
-
-
3,4-dinitrophenyl-tetra-N-acetyl-beta-D-chitotetraoside
-
at concentrations above 0.23 mM
4-(4-chlorophenyl)piperazine-1-carboximidamide
-
-
4-chloromercuribenzoate
-
complete inhibition
4-chloromercuribenzoic acid
-
complete inhibition at 2 mM
4-nitrophenyl N,N'-diacetylchitobiose
substrate inhibition at the first catalytic domain with E691
4-O-N-acetyl-beta-D-glucosaminyl-N-acetyl-D-glucosamine
21% inhibition
5,5'-dithio-bis(2-nitrobenzoic acid)
-
2% residual activity at 10 mM
5,5'-dithiobis-(2-nitrobenzoic acid)
-
about 8% residual activity at 2 mM
5-[4-[2-(4-bromophenoxy)ethyl]piperazin-1-yl]-1H-1,2,4-triazol-3-amine
-
-
Ag2+
-
1 mM, complete inhibition of hydrolysis of 4-methylumbelliferyl-N,N'-diacetylchitobiose and 4-methylumbelliferyl-N,N',N''-triacetylchitotriose
AlCl3
-
deletorious effect at 0.01 M
antiserum
-
anti-Chi-A and anti-Chi-B
-
argadin
thermodynamics and enzyme-bound crystal structure, detailed overview
argifin
thermodynamics and enzyme-bound crystal structure, detailed overview
benzo[a]pyrene
-
noncompetitive
benzo[e]pyrene
-
noncompetitive
benzo[k] fluoranthene
-
noncompetitive
CaCl2
-
1 mM, 27% inhibition of activity with 4-methylumbelliferyl-N,N',N''-triacetylchitotriose, no inhibition of activity with 4-methylumbelliferyl-(GlcNAc)2
Caffeine
two caffeine molecules bind to CrChi1 in subsites -1 to +1 in the substrate-binding domain, binding structure, overview
chitin
-
colloidal and alpha-chitin
closantel
-
competitive inhibition
colloidal chitin
-
substrate inhibition
-
Cr2+
56% residual activity at 1 mM
Cr6+
-
80.9% residual activity at 1 mM
erythritol
-
relative inhibition of 18.1%, three concentrations of 10, 50, and 100 mM tested
guanidine hydrochloride
-
-
methylumbelliferyl-beta-N',N',N'-triacetyl-chitotrioside
-
-
methylumbelliferyl-beta-N',N'-diacetyl-chitobioside
-
-
Mo2+
-
50% inhibition at a concentration of 1 mM
N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide
-
-
N-acetyl-D-glucosamine
24% inhibition
N-acetylgalactosamine
-
76.2% relative inhibition, three concentrations of 10, 50, and 100 mM tested
N-Acetylimidazole
-
94% residual activity at 2 mM
N-Chlorosuccinimide
-
both isoenzymes
N-ethyl-2-(4-methylpiperazin-1-yl)pyridine-3-carboxamide
-
-
n-heptane
-
about 80% residual activity at 25%(v/v)
n-hexadecane
-
about 70% residual activity at 25%(v/v)
p-chloromercuribenzoic acid
-
complete inhibition at 2 mM
p-nitrophenyl-GlcNAc
-
10 mM, 50% inhibition
Pd2+
-
complete inhibition at 2.5 mM
pentaacetylchitopentaose
-
competitive inhibitor
perylene
-
noncompetitive
phenylmethanesulfonylflouride
phenylmethylsulfonyl fluoride
-
64% residual activity at 5 mM
phospholipase
-
phospholipases A,C, and D
-
polyethyleneglycol 400
-
-
-
Toluene
-
about 80% residual activity at 25%(v/v)
triacetylchitotriose
-
competitive inhibitor
Trypsin
-
small amounts, pH more than 7.4
-
Tween 20
-
40% inhibition at 2%
Tween 40
-
40% inhibition at 2%
Tween-20
-
21% inhibition at 2%
Tween-80
-
10%, 49% residual activity
1,10-phenanthroline
-
slight inhibition at 10 mM
1,10-phenanthroline
-
slight inhibition at 10 mM
2-mercaptoethanol
-
-
2-mercaptoethanol
-
about 10% residual activity at 5 mM
2-mercaptoethanol
-
20% residual activity at 10 mM
2-mercaptoethanol
15% inhibition
2-sufanylethanol
-
-
acetazolamide
complete inhibition
acetazolamide
competitive
acetonitrile
-
complete inhibition at 25% (v/v)
acetonitrile
-
complete inhibition at 25%(v/v)
Ag+
-
-
Ag+
-
inhibits 57.2% at 10 mM
Ag+
-
10 mM, 16.3% loss of activity
Ag+
-
88% inhibition at 2 mM
Ag+
-
10% residual activity at 10 mM
Ag+
37% residual activity at 1 mM
Ag+
1 mM, 66% of initial activity
Ag+
-
5 mM, 66% residual activity
Al3+
-
9.6% residual activity at 1 mM
Al3+
-
39% inhibition at 2 mM
Al3+
-
73% residual activity at 10 mM
allosamidin
complete inhibition at 5 nM
allosamidin
-
inhibits by direct blocking of the enzyme or blocking of target binding
allosamidin
modelling of ligand binding at the active site, Glu119 forms hydrogen bond with allosamidin. Trp10, Glu49, Asp192, and Glu276 in hAMCase are four important determinant residues in binding as they form strong van der Waals and electrostatic interactions with the ligand, respectively
allosamidin
-
0.05 mM, 0.8% residual activity
allosamidin
50% inhibition at 0.0005 mM
allosamidin
-
relative inhibition of 18.1%, six concentrations from 1 to 10 microM tested
allosamidin
-
binding is dependent on the E172 residue, the acid/base catalyst of isoform Chit42
AsO2-
-
-
Ba2+
-
-
Ba2+
-
24% inhibition at 2 mM
Ba2+
-
96% residual activity at 10 mM
Ba2+
84% residual activity at 1 mM
Ca2+
-
-
Ca2+
-
20% inhibition at 5 mM
Ca2+
about 30% residual activity at 1 mM
Ca2+
12% inhibition at 5 mM
Ca2+
-
8% inhibition at 5 mM
Cd2+
-
-
Cd2+
-
complete inhibition at 2 mM
Cd2+
-
complete inhibition at 2 mM
Cd2+
-
93% inhibition at 5 mM
Cd2+
-
5 mM, 69% residual activity
chitobiose
-
-
chitotriose
-
-
Co2+
-
-
Co2+
inhibits slightly at 10 mM
Co2+
78% residual activity at 1 mM
Co2+
9% inhibition at 5 mM
Co2+
-
13% inhibition at 10 mM, no effect at 5 mM
Co2+
1 mM, 80% of initial activity
Co2+
-
inhibiting above 1 mM
Co2+
-
inhibits at 13% at 0.5 mM, 14% at 2 mM
Co2+
-
1 mM, 22% inhibition of VpChiA, 15% inhibition of mutant enzyme VpChiAG589
Cr3+
-
inhibits 12.3% at 10 mM
Cr3+
inhibits slightly at 10 mM
Cu2+
-
-
Cu2+
-
27% inhibition at 5 mM
Cu2+
5 mM, 95% inhibition
Cu2+
-
10 mM, 60% loss of activity
Cu2+
-
1 mM, more than 90% inhibition, chitinase 1
Cu2+
-
28.5% residual activity at 1 mM
Cu2+
-
35% inhibition at 2.5 mM
Cu2+
-
51% residual activity at 10 mM
Cu2+
-
50% inhibition at a concentration of 1 mM
Cu2+
28% inhibition at 5 mM
Cu2+
-
complete inhibition at 5 mM
Cu2+
-
complete inhibition at 5 mM
Cu2+
1 mM, 76% of initial activity
Cu2+
-
80% residual activity at 5 mM
Cu2+
-
inhibits at 12% at 0.5 mM, 25% at 2 mM
Cu2+
-
1 mM, 38% inhibition of VpChiA, 81% inhibition of mutant enzyme VpChiAG589
CuSO4
-
isoenzyme 1
diacetylchitobiose
-
-
diacetylchitobiose
-
competitive inhibitor
dinitrosalicylic acid
-
-
dinitrosalicylic acid
-
-
dinitrosalicylic acid
-
-
dinitrosalicylic acid
-
-
dithiothreitol
-
-
dithiothreitol
-
about 5% residual activity at 1 mM
dithiothreitol
-
8% residual activity at 10 mM
DTT
-
-
EDTA
-
-
EDTA
-
complete inhibition at 5 mM
EDTA
10 mM, 15% inhibition
EDTA
-
10 mM, 6.7% loss of activity
EDTA
-
79.7% residual activity at 1 mM, complete inhibition at 2 mM
EDTA
-
1 mM, 64% of initial activity, isoform Chi-56, 65% of initial activity, isoform Chi-64
EDTA
-
1 mM, complete inhibition of hydrolysis of 4-methylumbelliferyl-N,N',N''-triacetylchitotriose, 79% loss of activity with 4-methylumbelliferyl-(GlcNAc)2
EDTA
-
50 mM, slight inhibition
EDTA
-
10 mM, 21% inhibition of VpChiA, 17% inhibition of mutant enzyme VpChiAG589
ethyl acetate
-
complete inhibition at 25% (v/v)
ethyl acetate
-
complete inhibition at 25%(v/v)
Fe2+
-
-
Fe2+
-
complete inhibition
Fe2+
-
10 mM, more than 90% inhibition, chitinase 1; 1 mM, more than 90% inhibition, chitinase 2
Fe2+
-
55% inhibition at 2 mM
Fe2+
-
32% residual activity at 10 mM
Fe2+
-
79% inhibition at 1 mM
Fe2+
-
88% inhibition at 5 mM
Fe2+
-
complete inhibition of CHT1
Fe2+
-
1 mM, abolishes the activities of both VpChiA and mutant enzyme VpChiAG589
Fe3+
-
-
Fe3+
-
10 mM, 29.3% loss of activity
Fe3+
-
27.3% residual activity at 1 mM
Fe3+
-
40% inhibition at 2.5 mM
Fe3+
83% residual activity at 1 mM
Fe3+
59% inhibition at 5 mM
Fe3+
-
1 mM, abolishes the activities of both VpChiA and mutant enzyme VpChiAG589
glutathione
-
-
glutathione
GSH, 6% inhibition
Hg+
-
Hg+
-
complete inhibition
Hg+
-
complete inhibition
Hg2+
-
-
Hg2+
1 mM, complete inhibition
Hg2+
-
10 mM, complete loss of activity
Hg2+
-
1 mM, more than 90% inhibition, chitinase 1
Hg2+
-
complete inhibition at 2 mM
Hg2+
-
0.1 mM, 4% residual activity
Hg2+
-
42% inhibition at 2.5 mM
Hg2+
-
1 mM, 58% of initial activity, isoform Chi-56, 54% of initial activity, isoform Chi-64
Hg2+
-
complete inhibition at 2 mM
Hg2+
-
1 mM, complete inhibition of hydrolysis of 4-methylumbelliferyl-N,N'-diacetylchitobiose and 4-methylumbelliferyl-N,N',N''-triacetylchitotriose
Hg2+
-
100% inhibition at a concentration of 1 mM
Hg2+
35% residual activity at 1 mM
Hg2+
-
complete inhibition
Hg2+
-
81% inhibition at 1 mM
Hg2+
-
complete inhibition at 5 mM
Hg2+
1 mM, 34% of initial activity
Hg2+
-
complete inhibition
Hg2+
-
10% residual activity at 5 mM
Hg2+
-
complete inhibition
Hg2+
-
5 mM, 60% residual activity
HgCl2
-
both isoenzymes
iodoacetamide
-
19% activation at 1 mM, 12% inhibition at 10 mM
iodoacetamide
-
5 mM, 51% residual activity
iodoacetic acid
-
slight inhibition at 10 mM
iodoacetic acid
-
slight inhibition at 10 mM
isooctane
-
about 80% residual activity at 25% (v/v)
isooctane
-
about 90% residual activity at 25%(v/v)
K+
-
slightly activating at 1 mM, slightly inhibitory at 10 mM
K+
-
10 mM, 7.7% loss of activity
K+
-
10% inhibition at 5 mM
L-cysteine
-
-
methylallosamidin
complex formation with the enzyme and binding structure analysis, overview
Mg2+
-
-
Mg2+
-
slightly activating at 1 mM, slightly inhibitory at 10 mM
Mg2+
-
inhibitory above 10 mM
Mg2+
-
24% inhibition at 5 mM
Mg2+
about 30% residual activity at 1 mM
Mg2+
-
1 mM, complete inhibition of hydrolysis of 4-methylumbelliferyl-N,N',N''-triacetylchitotriose, 97% loss of activity with 4-methylumbelliferyl-(GlcNAc)2
Mg2+
20% inhibition at 5 mM
Mg2+
1 mM, 86% of initial activity
Mn2+
-
-
Mn2+
-
complete inhibition
Mn2+
-
inhibits 7.6% at 10 mM
Mn2+
about 30% residual activity at 1 mM
Mn2+
-
10 mM, 64.7% loss of activity
Mn2+
-
5 mM, 40°C, pH 7.3, 81% loss of activity
Mn2+
-
1 mM, complete inhibition of hydrolysis of 4-methylumbelliferyl-N,N'-diacetylchitobiose and 4-methylumbelliferyl-N,N',N''-triacetylchitotriose
Mn2+
-
50% inhibition at a concentration of 1 mM
Mn2+
80% residual activity at 1 mM
Mn2+
-
slightly inhibiting at 1-2 mM
Mn2+
-
34% inhibition at 5 mM
Mn2+
-
complete inhibition of CHT1
Mn2+
-
complete inhibition at 5 mM
Mn2+
1 mM, 74% of initial activity
N-acetylglucosamine
-
-
N-acetylglucosamine
-
less than 10% inhibition
N-acetylglucosamine
-
78.0% relative inhibition, three concentrations of 10, 50, and 100 mM tested
N-acetylglucosamine
-
poor competitor
N-bromosuccinimide
-
-
N-bromosuccinimide
-
both isoenzymes
N-ethylmaleimide
-
-
N-ethylmaleimide
-
complete inhibition at 2 mM
N-ethylmaleimide
-
complete inhibition at 2 mM
N-ethylmaleimide
-
complete inhibition
NaCl
-
50% inhibition at 7% NaCl
NaCl
-
500 mM, 34% inhibition of activity with 4-methylumbelliferyl-N,N',N''-triacetylchitotriose, no inhibition of activity with 4-methylumbelliferyl-(GlcNAc)2
NH4+
-
complete inhibition
NH4+
-
30% residual activity at 5 mM
Ni2+
-
complete inhibition at 2 mM
Ni2+
-
complete inhibition at 2 mM
Ni2+
52% residual activity at 1 mM
Ni2+
-
89% inhibition at 5 mM
Ni2+
-
5 mM, 72% residual activity
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
complete inhibition
p-hydroxymercuribenzoate
-
-
p-hydroxymercuribenzoate
-
-
Pb2+
-
-
phenylmethanesulfonylflouride
-
-
phenylmethanesulfonylflouride
-
-
PMSF
-
-
SDS
-
inhibits 95% of activity at 10 mM
SDS
-
4% inhibition at 1 mM
SDS
-
inhibits 9.1% at 10 mM
SDS
-
inhibits completely at 10 mM
SDS
-
partial inhibition at 2 mM
SDS
-
25% residual activity at 5 mM
SDS
-
5%, abolishes the activities of both VpChiA and mutant enzyme VpChiAG589
Sn2+
-
-
Sn2+
80% residual activity at 1 mM
Sn2+
1 mM, 54% of initial activity
tetraacetylchitotetraose
-
-
tetraacetylchitotetraose
-
competitive inhibitor
thimerosal
-
-
Triton X-100
-
29% inhibition at 2%
Triton X-100
-
5%, 31% inhibition of VpChiA and mutant enzyme VpChiAG589
Urea
30% inhibition at 5 M
Urea
-
4 mM, 96% inhibition of VpChiA and mutant enzyme VpChiAG589
Zn2+
-
-
Zn2+
5 mM, complete inhibition
Zn2+
-
inhibits 63.8% at 10 mM
Zn2+
about 30% residual activity at 1 mM
Zn2+
-
10 mM, 62.0% loss of activity
Zn2+
-
1 mM, more than 90% inhibition, chitnase 1
Zn2+
-
10% inhibition at 2 mM
Zn2+
-
56% residual activity at 10 mM
Zn2+
-
80% inhibition at 5 mM, complete inhibition at 10 mM; complete inhibition
Zn2+
-
slightly inhibiting at 1-2 mM
Zn2+
1 mM, 85% of initial activity
Zn2+
-
90% residual activity at 5 mM
Zn2+
-
inhibiting above 1 mM
Zn2+
-
inhibits at 18% at 0.5 mM, 21% at 2 mM
ZnSO4
-
-
ZnSO4
-
1 mM, 37% inhibition of activity with 4-methylumbelliferyl-(GlcNAc)2, no inhibition of activity with 4-methylumbelliferyl-N,N',N''-triacetylchitotriose
additional information
-
no inhibition by Zn2+ at 5 mM
-
additional information
free monosaccharides or disaccharides relieve binding activity of BjCHI1
-
additional information
-
free monosaccharides or disaccharides relieve binding activity of BjCHI1
-
additional information
-
not significantly inhibited by 2,4,6-trinitrobenzenesulfonic acid, phenylmethylsulfonyl fluoride, diethyldicarbonate, N-bromosuccinimide, and N-acetylimidazole
-
additional information
-
not inhibited by 2,4,6-trinitrobenzenesulfonic acid, phenylmethylsulfonyl fluoride, diethyldicarbonate, and N-bromosuccinimide
-
additional information
the enzyme is not affected by various bivalent cations and EDTA, DTT, iodoacetic acid, and PMSF
-
additional information
-
the enzyme is not affected by various bivalent cations and EDTA, DTT, iodoacetic acid, and PMSF
-
additional information
EDTA and SDS show no significant effects on chitinase activity; EDTA and SDS show no significant effects on enzyme activity
-
additional information
-
poor inhibition by Mg2+ at 5 mM
-
additional information
-
effects of inhibitors on protease activity of the enzyme, overview
-