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Information on EC 3.2.1.161 - beta-apiosyl-beta-glucosidase
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EC Tree
3.2.1.161 beta-apiosyl-beta-glucosidaseIUBMB Comments
The enzyme from the tropical tree Dalbergia nigrescens Kurz belongs in glycosyl hydrolase family 1. The enzyme removes disaccharides from the natural substrates dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside and 7-hydroxy-2',4',5',6-tetramethoxy-7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside (dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside) although it can also remove a single glucose residue from isoflavonoid 7-O-glucosides . Daidzin and genistin are also substrates.
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Word Map
- 3.2.1.161
-
semicarbazide-sensitive
-
glycone
-
beta-glycosidases
- disaccharide
-
beta-glycosidic
-
viburnum
-
oxidases
- glycosidase
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
dnbglu2, furcatin hydrolase, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
furcatin hydrolase
isoflavonoid 7-O-beta-apiosyl-glucoside beta-glucosidase
isoflavonoid-7-O-beta[D-apiofuranosyl-(1->6)-beta-D-glucoside] disaccharidase
isoflavonoid-7-O-beta[D-apiofuranosyl-(1->6)-beta-D-glucoside] disaccharidase
-
isoflavonoid-7-O-beta[D-apiofuranosyl-(1->6)-beta-D-glucoside] disaccharidase
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
7-[beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyloxy]isoflavonoid + H2O = a 7-hydroxyisoflavonoid + beta-D-apiofuranosyl-(1->6)-D-glucose
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis
-
beta-glycosidic bond between glycogen and aglycone of disaccharide glycosides, no hydrolysis of bond of two saccharides, barely active on monosaccharide glycosides
hydrolysis of O-glycosyl bond
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PATHWAY SOURCE
PATHWAYS
-
,
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SYSTEMATIC NAME
IUBMB Comments
7-[beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranosyloxy]isoflavonoid beta-D-apiofuranosyl-(1->6)-D-glucohydrolase
The enzyme from the tropical tree Dalbergia nigrescens Kurz belongs in glycosyl hydrolase family 1. The enzyme removes disaccharides from the natural substrates dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside and 7-hydroxy-2',4',5',6-tetramethoxy-7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside (dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside) although it can also remove a single glucose residue from isoflavonoid 7-O-glucosides [2]. Daidzin and genistin are also substrates.
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CAS REGISTRY NUMBER
COMMENTARY
1000598-83-3
-
39346-29-7
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1E,3Z)-N-(2-carbamimidamidoethyl)-4-(pyridin-3-yl)buta-1,3-diene-1-sulfonamide + H2O
?
-
-
-
-
?
2-methyl-4'-nitro-isoflavone 7-O-beta-D-glucopyranoside + H2O
2-methyl-4'-nitro-isoflavone + beta-D-glucopyranose
-
-
-
-
ir
2-nitrophenyl beta-D-glucopyranoside + H2O
2-nitrophenol + D-glucopyranose
-
-
-
-
ir
2-phenylethyl beta-primeveroside + H2O
2-phenylethanol + 6-O-beta-D-xylopyranosyl-beta-D-glucopyranose
4-allylphenyl beta-D-glucoside + H2O
4-allylphenol + beta-D-glucose
-
pAP beta-glucoside, 2 mM substrate, 37°C, 20 mM sodium citrate buffer, pH 5.0
-
-
?
4-methylumbelliferyl beta-D-glucoside + H2O
4-methylumbelliferol + beta-D-glucopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-fucoside + H2O
4-nitrophenol + beta-D-fucose
-
-
-
-
ir
4-nitrophenyl beta-D-mannopyranoside + H2O
4-nitrophenol + beta-D-mannopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-thioglucopyranoside + H2O
4-nitrophenol + beta-D-thioglucopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-xylopyranoside + H2O
4-nitrophenol + beta-D-xylopyranose
-
-
-
-
ir
4-nitrophenyl-alpha-L-arabinopyranoside + H2O
4-nitrophenol + alpha-L-arabinopyranose
-
-
-
-
ir
apigenin 7-O-beta-D-glucopyranoside + H2O
apigenin + beta-D-glucopyranose
-
-
-
-
ir
biochanin A 7-O-beta-D-glucopyranoside + H2O
biochanin A + beta-D-glucopyranose
-
-
-
-
ir
biochanin A 7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
biochanin A + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
dalcochinin-8'-O-beta-D-glucopyranoside + H2O
dalcochinin + beta-D-glucopyranose
-
-
-
-
ir
dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside + H2O
dalnigrein + beta-D-apiofuranosyl-(1->6)-D-glucose + H+
-
-
-
?
dalpaniculin-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
dalpaniculin + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside + H2O
dalpatein + beta-D-apiofuranosyl-(1->6)-D-glucose + H+
-
-
-
?
dalpatein-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
dalpatein + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
formononetin 7-O-beta-D-glucopyranoside + H2O
formononetin + beta-D-glucopyranose
-
-
-
-
?
p-allylphenyl 6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside + H2O
p-allylphenol + 6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside
-
pAP furcatin, 2 mM substrate, 37°C, 20 mM sodium citrate buffer, pH 5.0
aglycon product acts as insect deterrent
-
?
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside + H2O
p-nitrophenol + 6-O-beta-D-xylopyranosyl-beta-D-glucopyranose
-
pNP beta-primeveroside, 2 mM substrate, 37°C, 20 mM sodium citrate buffer, pH 5.0, measurement of kinetic parameters
-
-
?
p-nitrophenyl beta-D-glucoside + H2O
p-nitrophenol + D-glucose
-
2 mM substrate, 37°C, 20 mM sodium citrate buffer, pH 5.0
-
-
?
p-nitrophenyl beta-primeveroside + H2O
4-nitrophenol + 6-O-beta-D-xylopyranosyl-beta-D-glucopyranose
87.3% of the activity with furcatin
-
-
?
vicianin + H2O
mandelonitrile + 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranose
4.99% of the activity with furcatin
-
-
?
2-phenylethyl beta-primeveroside + H2O
2-phenylethanol + 6-O-beta-D-xylopyranosyl-beta-D-glucopyranose
14.7% of the activity with furcatin
-
-
?
2-phenylethyl beta-primeveroside + H2O
2-phenylethanol + 6-O-beta-D-xylopyranosyl-beta-D-glucopyranose
14.7% of the activity with furcatin
-
-
?
4-nitrophenyl beta-D-galactopyranoside + H2O
4-nitrophenol + beta-D-galactopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-galactopyranoside + H2O
4-nitrophenol + beta-D-galactopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + D-glucopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + D-glucopyranose
-
-
-
-
ir
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + D-glucopyranose
3.33% of the activity with furcatin
-
-
?
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + D-glucopyranose
3.33% of the activity with furcatin
-
-
?
beta-allylphenyl-beta-D-glucopyranoside + H2O
4-allylphenol + beta-D-glucopyranose
43.3% of the activity with furcatin
-
-
?
beta-allylphenyl-beta-D-glucopyranoside + H2O
4-allylphenol + beta-D-glucopyranose
43.3% of the activity with furcatin
-
-
?
furcatin + H2O
4-allylphenol + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
?
furcatin + H2O
4-allylphenol + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
?
p-nitrophenyl beta-gentiobioside + H2O
4-nitrophenol + beta-gentiobiose
4.11% of the activity with furcatin
-
-
?
p-nitrophenyl beta-gentiobioside + H2O
4-nitrophenol + beta-gentiobiose
4.11% of the activity with furcatin
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
biochanin A 7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
biochanin A + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
dalcochinin-8'-O-beta-D-glucopyranoside + H2O
dalcochinin + beta-D-glucopyranose
-
-
-
-
ir
dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside + H2O
dalnigrein + beta-D-apiofuranosyl-(1->6)-D-glucose + H+
-
-
-
?
dalpaniculin-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
dalpaniculin + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside + H2O
dalpatein + beta-D-apiofuranosyl-(1->6)-D-glucose + H+
-
-
-
?
dalpatein-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside] + H2O
dalpatein + beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranose
-
-
-
-
ir
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
FeSO4, CaCl2, HgCl2, MnCl2, ZnSO4 have no effect on the activity
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.03
(1E,3Z)-N-(2-carbamimidamidoethyl)-4-(pyridin-3-yl)buta-1,3-diene-1-sulfonamide
-
-
4
dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
0.7
dalpaniculin-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
-
3.8
dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
0.5
dalpatein-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
-
0.15
biochanin A 7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
isoenzyme R3, isoenzyme L1
0.2
biochanin A 7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
isoenzyme H1
1.7
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, A419W
1.9
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, A419V
2 - 3
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, S504W
4
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, wild-type
7.5
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, S504A
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
229
dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
334
dalpaniculin-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
-
20
dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
465
dalpatein-7-O-[beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside]
-
-
0.005
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, S504W
0.017
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, A419W
0.042
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, A419V
0.093
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, S504A
0.098
p-nitrophenyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
-
37°C, pH 5.0, wild-type
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
58.6
dalnigrein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
5.32
dalpatein 7-O-beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside
pH 5.5, 30°C, recombinant Dnbglu2
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). FURH_VIBFR
538
0
60626
Swiss-Prot
Chloroplast (Reliability: 1)
BAGBG_DALNI
547
0
61859
Swiss-Prot
Secretory Pathway (Reliability: 1)
A0A084GES0_PSEDA
2113
0
240826
TrEMBL
other Location (Reliability: 2)
A0A1W2TEG5_ROSNE
476
0
53930
TrEMBL
other Location (Reliability: 3)
A0A084GBX6_PSEDA
476
0
53729
TrEMBL
other Location (Reliability: 4)
A0A084FYN4_PSEDA
1037
0
116929
TrEMBL
Secretory Pathway (Reliability: 1)
A0A084GGF1_PSEDA
417
0
48232
TrEMBL
other Location (Reliability: 2)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
240000
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
A419V
-
furcatin: 40%, pNP beta-primeveroside: 78% and kcat/Km (min-1 * mM-1) = 1.3, pAP beta-glucoside: 56%, pNP beta-glucoside: 127% activity compared to wild-type
A419W
-
furcatin: 26%, pNP beta-primeveroside: 24% and kcat/Km (min-1 * mM-1) = 0.59, pAP beta-glucoside: 43%, pNP beta-glucoside: 39% activity compared to wild-type
S504A
-
furcatin: 113%, pNP beta-primeveroside: 62% and kcat/Km (min-1 * mM-1) = 0.75, pAP beta-glucoside: 87%, pNP beta-glucoside: 87% activity compared to wild-type
S504W
-
furcatin: 1.4%, pNP beta-primeveroside: 1.3% and kcat/Km (min-1 * mM-1) = 0.013, pAP beta-glucoside: 20%, pNP beta-glucoside: 28% activity compared to wild-type
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
purification of supernatant with glutathion-Sepharose column after centrifugation of cell lysate
-
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Hosel, W.; Barz, W.
beta-Glucosidases from Cicer arietinum L. Purification and properties of isoflavone-7-O-glucoside-specific beta-glucosidases
Eur. J. Biochem.
57
607-616
1975
Cicer arietinum
brenda
Ahn, Y.O.; Mizutani, M.; Saino, H.; Sakata, K.
Furcatin hydrolase from Viburnum furcatum Blume is a novel disaccharide-specific acuminosidase in glycosyl hydrolase family 1
J. Biol. Chem.
279
23405-23414
2004
Viburnum furcatum (Q75W17), Viburnum furcatum, Viburnum furcatum Blume (Q75W17), Viburnum furcatum Blume
brenda
Chuankhayan, P.; Hua, Y.; Svasti, J.; Sakdarat, S.; Sullivan, P.A.; Ketudat Cairns, J.R.
Purification of an isoflavonoid 7-O-beta-apiosyl-glucoside beta-glycosidase and its substrates from Dalbergia nigrescens Kurz
Phytochemistry
66
1880-1889
2005
Dalbergia nigrescens
brenda
Daiyasu, H.; Saino, H.; Tomoto, H.; Mizutani, M.; Sakata, K.; Toh, H.
Computational and experimental analyses of furcatin hydrolase for substrate specificity studies of disaccharide-specific glycosidases
J. Biochem.
144
467-475
2008
Viburnum furcatum
brenda
Chuankhayan, P.; Rimlumduan, T.; Tantanuch, W.; Mothong, N.; Kongsaeree, P.T.; Metheenukul, P.; Svasti, J.; Jensen, O.N.; Cairns, J.R.
Functional and structural differences between isoflavonoid beta-glycosidases from Dalbergia sp
Arch. Biochem. Biophys.
468
205-16
2007
Dalbergia nigrescens (A3RF67), Dalbergia nigrescens
brenda
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