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EC Tree
IUBMB Comments Benzoyl-CoA and, more slowly, pentanoyl-CoA, 3-methylbutanoyl-CoA and butanoyl-CoA can act as acyl donors. Involved in the synthesis of lupanine alkaloids.
The enzyme appears in viruses and cellular organisms
Synonyms
13-hydroxylupanine o-tigloyltransferase, tigloyl-coa:(-)-13alpha-hydroxymultiflorine/(+)-13alpha-hydroxylupanine o-tigloyltransferase,
more
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13-hydroxylupanine acyltransferase
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13-hydroxylupanine O-tigloyltransferase
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tigloyl-CoA:(-)-13alpha-hydroxymultiflorine/(+)-13alpha-hydroxylupanine O-tigloyltransferase
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tigloyl-CoA:13-hydroxylupanine O-tigloyltransferase
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tigloyl:13alpha-hydroxylupanine O-tigloyltransferase
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HLTase
tigloyl:13alpha-hydroxymultiflorine O-tigloyltransferase
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HMTase
tigloyltransferase, 13-hydroxylupanine
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(E)-2-methylcrotonoyl-CoA + 13-hydroxylupanine = CoA + 13-[(E)-2-methylcrotonoyl]oxylupanine
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Acyl group transfer
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(E)-2-methylcrotonoyl-CoA:13-hydroxylupanine O-2-methylcrotonoyltransferase
Benzoyl-CoA and, more slowly, pentanoyl-CoA, 3-methylbutanoyl-CoA and butanoyl-CoA can act as acyl donors. Involved in the synthesis of lupanine alkaloids.
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3-methylbutyryl-CoA + 13-hydroxylupanine
CoA + 13-(3-methylbutyryl)oxylupanine
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97% of activity compared to tigloyl-CoA
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ir
benzoyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-benzoyloxymultiflorine
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?
benzoyl-CoA + 13-hydroxylupanine
CoA + 13-benzoyloxylupanine
butyryl-CoA + 13-hydroxylupanine
CoA + 13-butyryloxylupanine
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27% of activity compared to tigloyl-CoA
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ir
propionyl-CoA + 13-hydroxylupanine
CoA + 13-propionyloxylupanine
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25% of activity compared to tigloyl-CoA
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ir
tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
valeryl-CoA + 13-hydroxylupanine
CoA + 13-valeryloxylupanine
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73% of activity compared to tigloyl-CoA
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ir
additional information
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benzoyl-CoA + 13-hydroxylupanine
CoA + 13-benzoyloxylupanine
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benzoyl-CoA + 13-hydroxylupanine
CoA + 13-benzoyloxylupanine
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111% of activity compared to tigloyl-CoA
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ir
tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
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isoform A and B
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
Lupinus hirsutus
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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ir
tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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isoform A and B
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
Lupinus polyphyllus x Lupinus arboreus
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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additional information
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additional information
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substrate specificity, overview
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additional information
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lupinine, 4-hydroxylupinine, and cholesterol and acetyl-CoA are no substrates
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additional information
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baptifoline, epilupinine and lupinine are no substrates
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additional information
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control of quinolizidine alkaloid patterns in a tissue-specific manner
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additional information
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control of quinolizidine alkaloid patterns in a tissue-specific manner
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
additional information
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-alpha-hydroxymultiflorine
CoA + 13-tigloyloxymultiflorine
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isoform A and B
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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isoform A and B
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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tigloyl-CoA is (E)-2-methylcrotonoyl-CoA
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tigloyl-CoA + 13-hydroxylupanine
CoA + 13-tigloyloxylupanine
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enzyme is involved in the biosynthesis of quinolizidine alkaloid esters
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additional information
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control of quinolizidine alkaloid patterns in a tissue-specific manner
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additional information
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control of quinolizidine alkaloid patterns in a tissue-specific manner
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additional information
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cations, e.g. Fe2+, Ca2+, Mg2+, NH4Cl, Fe3+ have no significant influence
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diethyldithiocarbamate
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iodoacetamide
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slight inhibition
p-chloromercuriphenyl sulfonic acid
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p-hydroxymercuribenzoate
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strong
additional information
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EDTA is no inhibitor
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N-ethylmaleimide
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strong
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dithiothreitol
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dithiothreitol
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140% activity at 1 mM
dithiothreitol
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activates about 50-80%
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0.021
13-alpha-hydroxymultiflorine
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0.018 - 0.027
13-hydroxylupanine
0.018
13-hydroxylupanine
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0.027
13-hydroxylupanine
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0.14
tigloyl-CoA
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0.46
tigloyl-CoA
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with 13-alpha-hydroxymultiflorine
0.52
tigloyl-CoA
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with 13-alpha-hydroxylupanine
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additional information
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isoform 1 pI: 7.8, isoform 2 pI: 7.6
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6.5 - 8
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half-maximal activity at pH 6.5, maximal activity at pH 8.0
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brenda
Lupinus hirsutus
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brenda
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brenda
Lupinus polyphyllus x Lupinus arboreus
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brenda
no activity in Conium maculatum
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brenda
no activity in Cytisus scoparius
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brenda
no activity in Lupinus luteus
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brenda
no activity in Pisum sativum
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brenda
no activity in Vicia faba
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brenda
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brenda
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SwissProt
brenda
2 isoforms A and B
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brenda
bitter and sweet variant
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brenda
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brenda
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leaflet
brenda
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brenda
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brenda
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brenda
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brenda
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brenda
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high activity in stem and root
brenda
additional information
no expression in cotyledons and leaves
brenda
additional information
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no expression in cotyledons and leaves
brenda
additional information
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not in root and cell suspension culture
brenda
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HLTT_LUPAL
453
0
51181
Swiss-Prot
other Location (Reliability: 5 )
A0A396HUS5_MEDTR
53
0
5884
TrEMBL
Secretory Pathway (Reliability: 4 )
A0A396HEG5_MEDTR
222
0
25018
TrEMBL
other Location (Reliability: 5 )
A0A396H7Y1_MEDTR
52
0
5783
TrEMBL
other Location (Reliability: 4 )
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50000
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isoform A and B, gel filtration
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monomer
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1 * 50000, isoform A and B, SDS-PAGE
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70
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5 min, complete inactivation
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O2-sensitive, dithioerythritol stabilizes
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487720
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fusion protein with fused to glutathione S-transferase
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expression in Escherichia coli as a recombinant protein fused to glutathione S-transferase
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Wink, M.; Hartmann, T.
Enzymatic synthesis of quinolizidine alkaloid esters: a tigloyl-CoA:13-hydroxylupanine O-tigloyl transferase from Lupinus albus L.
Planta
156
560-565
1982
Lupinus albus, Lupinus polyphyllus, no activity in Conium maculatum, no activity in Cytisus scoparius, no activity in Pisum sativum, no activity in Vicia faba
brenda
Suzuki, H.; Murakoshi, I.; Saito, K.
A novel O-tigloyltransferase for alkaloid biosynthesis in plants. Purification, characterization, and distribution in Lupinus plants
J. Biol. Chem.
269
15853-15860
1994
Cytisus scoparius, Lupinus albus, Lupinus hirsutus, Lupinus polyphyllus x Lupinus arboreus, no activity in Lupinus luteus
brenda
Okada, T.; Hirai, M.Y.; Suzuki, H.; Yamazaki, M.; Saito, K.
Molecular characterization of a novel quinolizidine alkaloid O-tigloyltransferase: cDNA cloning, catalytic activity of recombinant protein and expression analysis in Lupinus plants
Plant Cell Physiol.
46
233-244
2005
Lupinus albus (Q5H873), Lupinus albus
brenda
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