Sinapic acid
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IUPAC name
3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
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| Other names
Sinapinic acid
Sinapic acid 3,5-Dimethoxy-4-hydroxycinnamic acid 4-Hydroxy-3,5-dimethoxycinnamic acid |
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3D model (Jmol)
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| DrugBank | |
| ECHA InfoCard | 100.007.717 |
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PubChem CID
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| Properties | |
| C11H12O5 | |
| Molar mass | 224.21 g/mol |
| Melting point | 203 to 205 °C (397 to 401 °F; 476 to 478 K) (decomposes) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is   ?) |
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| Infobox references | |
Sinapinic acid, or sinapic acid (Sinapine - Origin: L. Sinapi, sinapis, mustard, Gr., cf. F. Sinapine.), is a small naturally occurring hydroxycinnamic acid. It is a member of the phenylpropanoid family. It is a commonly used matrix in MALDI mass spectrometry. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb laser radiation and to also donate protons (H+) to the analyte of interest.
Sinapic acid can form dimers with itself (one structure) and ferulic acid (three different structures) in cereal cell walls and therefore may have a similar influence on cell-wall structure to that of the diferulic acids.
Sinapine is an alkaloidal amine found in black mustard seeds. It is considered a choline ester of sinapic acid.
Sinapinic acid can be found in wine and vinegar.
sinapate 1-glucosyltransferase is an enzyme that uses UDP-glucose and sinapate to produce UDP and 1-sinapoyl-D-glucose.
Sinapoylglucose—malate O-sinapoyltransferase is an enzyme that uses 1-O-sinapoyl-beta-D-glucose and (S)-malate to produce D-glucose and sinapoyl-(S)-malate.
Canolol is a phenolic compound found in crude canola oil. It is produced by decarboxylation of sinapic acid during canola seed roasting.
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