404586
Sinapyl alcohol
technical grade, 80%
Synonyme(s) :
4-Hydroxy-3,5-dimethoxycinnamyl alcohol
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A propos de cet article
Formule linéaire :
HOC6H2(OCH3)2CH=CHCH2OH
Numéro CAS:
Poids moléculaire :
210.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
80%
Form:
solid
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technical grade
Quality Level
assay
80%
form
solid
mp
61-65 °C (lit.)
functional group
hydroxyl
storage temp.
2-8°C
SMILES string
COc1cc(\C=C\CO)cc(OC)c1O
InChI
1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+
InChI key
LZFOPEXOUVTGJS-ONEGZZNKSA-N
General description
Sinapyl alcohol, a monolignol, is a primary lignin monomer. It has been evaluated for anti-inflammatory and antinociceptive activities. It participates in the initial stages in the biosynthesis of lignin. Coupling reactions of sinapyl alcohol and sinapyl p-hydroxybenzoate has been reported. Preparation of sinapyl alcohol by selective 1,2-reduction of corresponding cinnamate esters using diisobutylaluminium hydride as reducing agent has been studied.
Application
Sinapyl alcohol may be employed in the preparation of lignin, a highly stable biopolymer.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Jun Shigeto et al.
Journal of plant research, 130(1), 203-210 (2016-11-27)
Most of the known 4-coumarate:coenzyme A ligase (4CL) isoforms lack CoA-ligation activity for sinapic acid. Therefore, there is some doubt as to whether sinapic acid contributes to sinapyl alcohol biosynthesis. In this study, we characterized the enzyme activity of a
A possible mechanism for the oxidation of sinapyl alcohol by peroxidase-dependent reactions in the apoplast: enhancement of the oxidation by hydroxycinnamic acids and components of the apoplast.
Takahama U, et al.
Plant Physiology, 37(4), 499-504 (1996)
Eng-Kiat Lim et al.
FEBS letters, 579(13), 2802-2806 (2005-05-24)
This study describes the substrate recognition profile of UGT72E1, an UDP-glucose:glycosyltransferase of Arabidopsis thaliana that is the third member of a branch of glycosyltransferases, capable of conjugating lignin monomers and related metabolites. The data show that UGT72E1, in contrast to