For research use only. Not for therapeutic Use.
(S)-Higenamine ((S)-Norcoclaurine) hydrobromide, a S-enantiomer of Higenamine, is the entry compound in benzylisoquinoline alkaloid biosynthesis. (S)-Higenamine hydrobromide is produced by the condensation of dopamine and 4-hydroxyphenylacetaldehyde (4-HPAA) by norcoclaurine synthase (NCS)[1].
The biosynthetic pathway leading to benzylisoquinoline alkaloids originates from the enzyme-catalyzed condensation of dopamine and 4-hydrophenylacetaldehyde to yield (S)-norcoclaurine. Both substrates are secondary metabolites derived from the decarboxylation/hydroxylation/deamination of tyrosine[1].
| Catalog Number | R020943 |
| CAS Number | 105990-27-0 |
| Synonyms | (1S)-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrobromide |
| Molecular Formula | C16H18BrNO3 |
| Purity | ≥95% |
| InChI | InChI=1S/C16H17NO3.BrH/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14;/h1-4,8-9,14,17-20H,5-7H2;1H/t14-;/m0./s1 |
| InChIKey | KNUKFIRMGSQPEM-UQKRIMTDSA-N |
| SMILES | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Br |
| Reference | [1]. Minami H, et al. Functional analysis of norcoclaurine synthase in Coptis japonica. J Biol Chem. 2007;282(9):6274‐6282. |
