Merck
CN
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文件

67563

Sigma-Aldrich

3,4-Dihydroxy-5-methoxycinnamic acid

≥95.0% (HPLC)

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别名:
3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoic acid, 3-Methoxycaffeic acid, 5-Hydroxyferulic acid
经验公式（希尔记法）:
C10H10O5
CAS号:
1782-55-4
分子量:
210.18
Beilstein:
2697317
MDL编号:
MFCD03002791
PubChem化学物质编号:
329760617
NACRES:
NA.25

质量水平

100

检测方案

≥95.0% (HPLC)

形式

solid

应用

metabolomics
vitamins, nutraceuticals, and natural products

SMILES字符串

COc1cc(\C=C\C(O)=O)cc(O)c1O

InChI

1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2+

InChI key

YFXWTVLDSKSYLW-NSCUHMNNSA-N

相关类别

生化/生理作用

Secondary plant metabolite of the phenylpropanoid pathway.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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C C Chapple et al.
The Plant cell, 4(11), 1413-1424 (1992-11-01)
Mutants of Arabidopsis deficient in a major leaf phenylpropanoid ester, 2-O-sinapoyl-L-malate, were identified by thin-layer chromatographic screening of methanolic leaf extracts from several thousand mutagenized plants. Mutations at a locus designated SIN1 also eliminate accumulation of the sinapic acid esters
Gudrun Schröder et al.
Phytochemistry, 59(1), 1-8 (2002-01-05)
Plant O-methyltransferases (OMTs) have important roles in secondary metabolite biosynthesis. Sequencing projects and homology-based cloning strategies yield sequences for proteins with similarities to known OMTs, but the identification of the physiological substrates is not trivial. We investigated with a cDNA
L Li et al.
The Journal of biological chemistry, 275(9), 6537-6545 (2000-02-29)
S-Adenosyl-L-methionine-dependent caffeate O-methyltransferase (COMT, EC 2.1.1.6) has traditionally been thought to catalyze the methylation of caffeate and 5- hydroxyferulate for the biosynthesis of syringyl monolignol, a lignin constituent of angiosperm wood that enables efficient lignin degradation for cellulose production. However
R C Bugos et al.
Phytochemistry, 31(5), 1495-1498 (1992-05-01)
Bispecific O-methyltransferase (OMT, EC 2.1.1.68) which catalyses the meta-specific methylation of caffeic acid and 5-hydroxyferulic acid was purified to homogeneity from the developing secondary xylem of aspen (Populus tremuloides). The enzyme was purified by conventional techniques and affinity chromatography on
K Inoue et al.
Archives of biochemistry and biophysics, 375(1), 175-182 (2000-02-23)
Caffeic acid/5-hydroxyferulic acid 3/5-O-methyltransferase (COMT, EC 1.2.1.68) catalyzes at least two reactions in lignin biosynthesis. Of its two supposed substrates in the lignin pathway, COMT from most sources methylates 5-hydroxyferulic acid (5HFA) with two to three times higher activity than
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