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EC 4.2.1.78 Details
EC number
4.2.1.78
Accepted name
(S)-norcoclaurine synthase
Reaction
4-hydroxyphenylacetaldehyde + dopamine = (S)-norcoclaurine + H2O
Other name(s)
(S)-norlaudanosoline synthase, 4-hydroxyphenylacetaldehyde hydro-lyase (adding dopamine)
Systematic name
4-hydroxyphenylacetaldehyde hydro-lyase [adding dopamine; (S)-norcoclaurine-forming]
CAS registry number
79122-01-3
Comment
The reaction makes a six-membered ring by forming a bond between C-6 of the 3,4-dihydroxyphenyl group of the dopamine and C-1 of the aldehyde in the imine formed between the substrates. The product is the precursor of the benzylisoquinoline alkaloids in plants. The enzyme, formerly known as (S)-norlaudanosoline synthase, will also catalyse the reaction of 4-(2-aminoethyl)benzene-1,2-diol + (3,4-dihydroxyphenyl)acetaldehyde to form (S)-norlaudanosoline, but this alkaloid has not been found to occur in plants.
History
created 1984, modified 1999
EC Tree
4.2.1.13 created 1961, deleted 2001
4.2.1.14 created 1961, deleted 2001
4.2.1.15 created 1961, deleted 1972
4.2.1.16 created 1961, deleted 2001
4.2.1.21 created 1961, deleted 1964
4.2.1.23 created 1961, deleted 1972
4.2.1.26 created 1965, deleted 2002
4.2.1.29 created 1965, deleted 2004
4.2.1.37 created 1972, deleted 1992
4.2.1.38 created 1972, deleted 2001
4.2.1.63 created 1972, deleted 1978
4.2.1.64 created 1972, deleted 1978
4.2.1.71 created 1978, modified 1989, modified 2000, deleted 2004
4.2.1.72 created 1978, deleted 2000
4.2.1.86 created 1989, deleted 2004
4.2.1.102 created 2001, deleted 2001