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404586

Sigma-Aldrich

Sinapylalkohol

technical grade, 80%

Synonym(e):

4-Hydroxy-3,5-dimethoxycinnamylalkohol

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100 MG
CHF 184.00

About This Item

Lineare Formel:
HOC6H2(OCH3)2CH=CHCH2OH
CAS-Nummer:
Molekulargewicht:
210.23
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

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Qualität

technical grade

Qualitätsniveau

Assay

80%

Form

solid

mp (Schmelzpunkt)

61-65 °C (lit.)

Funktionelle Gruppe

hydroxyl

Lagertemp.

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+

InChIKey

LZFOPEXOUVTGJS-ONEGZZNKSA-N

Allgemeine Beschreibung

Sinapyl alcohol, a monolignol, is a primary lignin monomer.[1] It has been evaluated for anti-inflammatory and antinociceptive activities.[2] It participates in the initial stages in the biosynthesis of lignin.[3] Coupling reactions of sinapyl alcohol and sinapyl p-hydroxybenzoate has been reported.[4] Preparation of sinapyl alcohol by selective 1,2-reduction of corresponding cinnamate esters using diisobutylaluminium hydride as reducing agent has been studied.[5]

Anwendung

Sinapyl alcohol may be employed in the preparation of lignin, a highly stable biopolymer.[6]

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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
Toshiyuki Tanaka et al.
Plant physiology, 178(2), 552-564 (2018-08-22)
Green leaf volatiles (GLVs), including six-carbon (C6) aldehydes, alcohols, and esters, are formed when plant tissues are damaged. GLVs play roles in direct plant defense at wound sites, indirect plant defense via the attraction of herbivore predators, and plant-plant communication.
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)
Zhiliang Wu et al.
Biotechnology for biofuels, 6(1), 183-183 (2013-12-18)
Wheat and rice are important food crops with enormous biomass residues for biofuels. However, lignocellulosic recalcitrance becomes a crucial factor on biomass process. Plant cell walls greatly determine biomass recalcitrance, thus it is essential to identify their key factors on

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