(S)-norcoclaurine synthase

(S)-norcoclaurine synthase
Identifiers
EC no.3.5.99.14
CAS no.79122-01-3
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
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PMCarticles
PubMedarticles
NCBIproteins

The enzyme (S)-norcoclaurine synthase (EC 3.5.99.14) catalyzes the chemical reaction:[1][2]

4-hydroxyphenylacetaldehyde + 4-(2-aminoethyl)benzene-1,2-diol (Dopamine) (S)-norcoclaurine + H2O
Biosynthesis of (S)-norcoclaurine from dopamine and 4-hydroxyphenylacetaldehyde

This enzyme belongs to the family of lyases, specifically the hydro-lyases, which cleave carbon-oxygen bonds. The systematic name of this enzyme class is 4-hydroxyphenylacetaldehyde hydro-lyase [adding dopamine (S)-norcoclaurine-forming]. Other names in common use include (S)-norlaudanosoline synthase, and 4-hydroxyphenylacetaldehyde hydro-lyase (adding dopamine). This enzyme participates in isoquinoline alkaloid biosynthesis.[3]

References

  1. ↑ Stadler R, Kutchan TM, Zenk MH (1989). "(S)-norcoclaurine is the central intermediate in benzylisoquinoline alkaloid biosynthesis". Phytochemistry. 28 (4): 1083–1086. doi:10.1016/0031-9422(89)80187-6.
  2. ↑ Samanani N, Facchini PJ (September 2002). "Purification and characterization of norcoclaurine synthase. The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants". The Journal of Biological Chemistry. 277 (37): 33878–33883. doi:10.1074/jbc.M203051200. PMID 12107162.
  3. ↑ Tian Y, Kong L, Li Q, Wang Y, Wang Y, An Z, et al. (November 2024). "Structural diversity, evolutionary origin, and metabolic engineering of plant specialized benzylisoquinoline alkaloids". Natural Product Reports. 41 (11): 1787–1810. doi:10.1039/d4np00029c. PMID 39360417.