(S)-Higenamine hydrobromide

Modify Date: 2024-01-29 15:57:07

(S)-Higenamine hydrobromide Structure
(S)-Higenamine hydrobromide structure
Common Name (S)-Higenamine hydrobromide
CAS Number 105990-27-0 Molecular Weight 352.223
Density N/A Boiling Point N/A
Molecular Formula C16H18BrNO3 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of (S)-Higenamine hydrobromide


(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].

 Names

Name (1S)-1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol hydrobromide (1:1)
Synonym More Synonyms

 (S)-Higenamine hydrobromide Biological Activity

Description (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].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 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].
References

[1]. Minami H, et al. Functional analysis of norcoclaurine synthase in Coptis japonica. J Biol Chem. 2007;282(9):6274‐6282.

 Chemical & Physical Properties

Molecular Formula C16H18BrNO3
Molecular Weight 352.223
Exact Mass 351.046997

 Synonyms

6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-, (1S)-, hydrobromide (1:1)
(1S)-1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol hydrobromide (1:1)