Sinapyl alcohol
Structural formula | |||||||||||||||||||
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General | |||||||||||||||||||
Surname | Sinapyl alcohol | ||||||||||||||||||
other names |
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Molecular formula | C 11 H 14 O 4 | ||||||||||||||||||
Brief description |
Solid |
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properties | |||||||||||||||||||
Molar mass | 210.23 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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Melting point |
61-65 ° C |
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safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Sinapyl alcohol ( trans -3,5-dimethoxy-4-hydroxycinnamic alcohol) is a chemical compound from the group of phenylpropanoids or cinnamic acid derivatives.
Occurrence
Sinapyl alcohol occurs naturally alongside cumaryl alcohol and coniferyl alcohol as a monomer of lignin (the supporting polymer of plants and wood). Sinapyl alcohol is the main component of lignin in hardwood. The biosynthesis of sinapyl alcohol is carried out in a multi-stage process in which in Phenylpropanstoffwechsel from phenylalanine or tyrosine trans-cinnamic acid is formed by hydroxylation and methylation to sinapinic acid is reacted. This in turn is reduced to sinapyl alcohol via the sinapine aldehyde . It is also the biosynthesis from an aldehyde stage by coniferylaldehyde 5-hydroxylase (Cald5H), subsequent methylation by 5-hydroxyconiferylaldehyde- O -methyltransferase (AldOMT) and ultimately reduction by sinapyl alcohol dehydrogenase (SAD).
properties
Sinapyl alcohol is an air-sensitive solid. The technical product contains up to 20% ethyl acetate .
Individual evidence
- ↑ a b c d e data sheet Sinapyl alcohol, technical grade, 80% from Sigma-Aldrich , accessed on July 22, 2011 ( PDF ).
- ↑ Gerhard Richter: Metabolic physiology of plants . Thieme, Stuttgart, 1997, ISBN 978-3-13-442006-7 ( page 373 in the Google book search).
- ↑ Peter Schopfer, Axel Brennicke: Plant Physiology . Spektrum Akademischer Verlag, 2010, ISBN 978-3-8274-2351-1 ( page 363 in the Google book search).
- ↑ Helge Scharnhop: Investigations on the biosynthesis of aromatic secondary metabolites in cell structures of Sorbus aucuparia L. and Centaurium erythraea RAFN . Cuvillier, E, 2008, ISBN 978-3-86727-665-8 ( page 19 in the Google book search).