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4.2.1.78: (S)-norcoclaurine synthase

This is an abbreviated version!
For detailed information about (S)-norcoclaurine synthase, go to the full flat file.

Word Map on EC 4.2.1.78

Reaction

4-hydroxyphenylacetaldehyde
+
dopamine
=
(S)-norcoclaurine
 +
H2O

Synonyms

(S)-norcoclaurine synthase, (S)-Norlaudanosoline synthase, AmNCS1, AmNCS2, CCHNCS2, CjNCS1, CjPR10A, CsNCS, More, NCS, NCS1, NCS2, NDONCS3, norcoclaurine synthase, PbNCS, PR10A, PSONCS1, PSONCS2, S-norcoclaurine synthase, Synthase, (S)-norlaudanosoline, TFLNCSDELTA25, TfNCS

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.78 (S)-norcoclaurine synthase

Reference

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Reference on EC 4.2.1.78 - (S)-norcoclaurine synthase

Please use the Reference Search for a specific query.
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Rueffer, M.; El-Shagi, H.; Nagakura, N.; Zenk, M.H.
(S)-Norlaudanosoline synthase: the first enzyme in the benzylisoquinoline biosynthetic pathway
FEBS Lett.
129
5-9
1981
Berberis regeliana, Capnoides sempervirens, Lamprocapnos spectabilis, Eschscholzia pulchella, Eschscholtzia tenuifolia, Fumaria officinalis, Glaucium rubrum, Meconopsis cambrica, Papaver somniferum, Ranunculus flammula, Thalictrum minus, Thalictrum tuberosum
-
Manually annotated by BRENDA team
Schumacher, H.M.; Rueffer, M.; Nagakura, N.; Zenk, M.H.
Partial purification and properties of (S)-norlaudanosoline synthase from Eschscholtzia tenuifolia cell cultures
J. Med. Plant Res.
48
212-220
1983
Eschscholtzia tenuifolia
Manually annotated by BRENDA team
Samanani, N.; Facchini, P.J.
Purification and characterization of norcoclaurine synthase. The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants
J. Biol. Chem.
277
33878-33883
2002
Thalictrum flavum ssp. glaucum
Manually annotated by BRENDA team
Samanani, N.; Facchini, P.J.
Isolation and partial characterization of norcoclaurine synthase, the first committed step in benzylisoquinoline alkaloid biosynthesis, from opium poppy
Planta
213
898-906
2001
Eschscholzia californica, no activity in Catharanthus roseus, no activity in Nicotiana tabacum, Papaver somniferum, Thalictrum flavum ssp. glaucum
Manually annotated by BRENDA team
Luk, L.Y.; Bunn, S.; Liscombe, D.K.; Facchini, P.J.; Tanner, M.E.
Mechanistic studies on norcoclaurine synthase of benzylisoquinoline alkaloid biosynthesis: an enzymatic Pictet-Spengler reaction
Biochemistry
46
10153-10161
2007
Thalictrum flavum
Manually annotated by BRENDA team
Minami, H.; Dubouzet, E.; Iwasa, K.; Sato, F.
Functional analysis of norcoclaurine synthase in Coptis japonica
J. Biol. Chem.
282
6274-6282
2007
Coptis japonica
Manually annotated by BRENDA team
Berkner, H.; Engelhorn, J.; Liscombe, D.K.; Schweimer, K.; Woehrl, B.M.; Facchini, P.J.; Roesch, P.; Matecko, I.
High-yield expression and purification of isotopically labeled norcoclaurine synthase, a Bet v 1-homologous enzyme, from Thalictrum flavum for NMR studies
Protein Expr. Purif.
56
197-204
2007
Thalictrum flavum
Manually annotated by BRENDA team
Pasquo, A.; Bonamore, A.; Franceschini, S.; Macone, A.; Boffi, A.; Ilari, A.
Cloning, expression, crystallization and preliminary X-ray data analysis of norcoclaurine synthase from Thalictrum flavum
Acta Crystallogr. Sect. F
64
281-283
2008
Thalictrum flavum (Q67A25), Thalictrum flavum
Manually annotated by BRENDA team
Berkner, H.; Schweimer, K.; Matecko, I.; Roesch, P.
Conformation, catalytic site, and enzymatic mechanism of the PR10 allergen-related enzyme norcoclaurine synthase
Biochem. J.
413
281-290
2008
Thalictrum flavum
Manually annotated by BRENDA team
Ilari, A.; Franceschini, S.; Bonamore, A.; Arenghi, F.; Botta, B.; Macone, A.; Pasquo, A.; Bellucci, L.; Boffi, A.
Structural basis of enzymatic (S)-norcoclaurine biosynthesis
J. Biol. Chem.
284
897-904
2009
Thalictrum flavum (Q67A25), Thalictrum flavum
Manually annotated by BRENDA team
Michalska, K.; Fernandes, H.; Sikorski, M.; Jaskolski, M.
Crystal structure of Hyp-1, a St. Johns wort protein implicated in the biosynthesis of hypericin
J. Struct. Biol.
169
161-171
2010
Hypericum perforatum
Manually annotated by BRENDA team
Bonamore, A.; Rovardi, I.; Gasparrini, F.; Baiocco, P.; Barba, M.; Molinaro, C.; Botta, B.; Boffi, A.; MacOne, A.
An enzymatic, stereoselective synthesis of (S)-norcoclaurine
Green Chem.
12
1623-1627
2010
Thalictrum flavum
-
Manually annotated by BRENDA team
Lee, E.J.; Facchini, P.
Norcoclaurine synthase is a member of the pathogenesis-related 10/Bet v1 protein family
Plant Cell
22
3489-3503
2010
Coptis japonica, Papaver somniferum, Thalictrum flavum
Manually annotated by BRENDA team
De la Cruz-Chacon, I.; Gonalez-Esquinca, A.
Activities of enzymes catalyzing benzylisoquinoline alkaloid biosynthesis in Annona diversifolia saff. during early development
Russ. J. Plant Physiol.
60
791-799
2013
Annona macroprophyllata
-
Manually annotated by BRENDA team
Zhang, X.; Ma, L.; Tian, Y.; Zhang, G.; Luo, Y.
Molecular cloning and heterologous expression of putative (S)-norcoclaurine synthases from Arabidopsis thaliana
Chin. J. Appl. Environ. Biol.
19
61-68
2013
Arabidopsis thaliana
-
Manually annotated by BRENDA team
Ruff, B.M.; Braese, S.; O'Connor, S.E.
Biocatalytic production of tetrahydroisoquinolines
Tetrahedron Lett.
53
1071-1074
2012
Thalictrum flavum
Manually annotated by BRENDA team
Lichman, B.R.; Sula, A.; Pesnot, T.; Hailes, H.C.; Ward, J.M.; Keep, N.H.
Structural evidence for the dopamine-first mechanism of norcoclaurine synthase
Biochemistry
56
5274-5277
2017
Thalictrum flavum (Q67A25), Thalictrum flavum
Manually annotated by BRENDA team
Nishihachijo, M.; Hirai, Y.; Kawano, S.; Nishiyama, A.; Minami, H.; Katayama, T.; Yasohara, Y.; Sato, F.; Kumagai, H.
Asymmetric synthesis of tetrahydroisoquinolines by enzymatic Pictet-Spengler reaction
Biosci. Biotechnol. Biochem.
78
701-707
2014
Coptis japonica (A2A1A1), Coptis japonica
Manually annotated by BRENDA team
Lechner, H.; Soriano, P.; Poschner, R.; Hailes, H.C.; Ward, J.M.; Kroutil, W.
Library of norcoclaurine synthases and their immobilization for biocatalytic transformations
Biotechnol. J.
13
e1700542
2018
Papaver bracteatum (C3SBT7), Papaver bracteatum, Argemone mexicana (D2SMN1), Argemone mexicana (D2SMN3), Argemone mexicana, Corydalis saxicola (F5C449), Corydalis saxicola
Manually annotated by BRENDA team
Lichman, B.R.; Zhao, J.; Hailes, H.C.; Ward, J.M.
Enzyme catalysed Pictet-Spengler formation of chiral 1,1-disubstituted- and spiro-tetrahydroisoquinolines
Nat. Commun.
8
14883
2017
Thalictrum flavum (Q67A25), Thalictrum flavum
Manually annotated by BRENDA team
Vimolmangkang, S.; Deng, X.; Owiti, A.; Meelaph, T.; Ogutu, C.; Han, Y.
Evolutionary origin of the NCSI gene subfamily encoding norcoclaurine synthase is associated with the biosynthesis of benzylisoquinoline alkaloids in plants
Sci. Rep.
6
26323
2016
Nelumbo nucifera
Manually annotated by BRENDA team
Li, J.; Lee, E.J.; Chang, L.; Facchini, P.J.
Genes encoding norcoclaurine synthase occur as tandem fusions in the Papaveraceae
Sci. Rep.
6
39256
2016
Nandina domestica, Corydalis chinensis, Papaver somniferum (Q4QTJ1), Papaver somniferum (Q4QTJ2), Papaver somniferum, Thalictrum flavum (Q67A25)
Manually annotated by BRENDA team