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Merck
CN

85429

Sinapic acid

suitable for matrix substance for MALDI-MS, ≥99.0% (T)

Synonym(s):

3,5-Dimethoxy-4-hydroxycinnamic acid, 4-Hydroxy-3,5-dimethoxy-cinnamic acid, Sinapinic acid

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About This Item

Empirical Formula (Hill Notation):
C11H12O5
CAS Number:
530-59-6
Molecular Weight:
224.21
Beilstein:
2699118
EC Number:
208-487-3
MDL number:
MFCD00004401
UNSPSC Code:
23151817
PubChem Substance ID:
329769377
NACRES:
NA.21

Key Documents

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Quality Level

100

Assay

≥99.0% (T)

form

powder

analyte chemical class(es)

dendrimers, fullerenes, peptides, proteins

technique(s)

MALDI-MS: suitable

color

slightly yellow

mp

~202 °C

solubility

dioxane: 1 g/10 mL at Hot, clear to slightly hazy (Very Faint Yellow to Dark Yellow and Very Faint Orange to Dark Orange)

cation traces

Ba: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤20 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

suitability

in accordance for UV test
suitable for matrix substance for MALDI-MS

SMILES string

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

InChI

1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+

InChI key

PCMORTLOPMLEFB-ONEGZZNKSA-N

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General description

Sinapic acid is a type of phenolic acid. Removal of amino group from phenylalanine, catalysing with enzyme phenylalanine ammonia-lyase forms cinnamic acid. The precursor of hydroxycinnamates is produced after hydroxylation of benzene ring. One of the precursors produced is sinapic acid.

Application

Sinapic acid was suitable as phenolic standard for HPLC analysis in determination of Sinapic acid derivatives in Canola extracts. 10 g/L of sinapinic acid with solvent was suitable as matrix for ultraviolet laser desorption mass spectrometric determination of proteins. It was also suitable to use as matrix for MALDI-TOFMS and MALDI-ion mobility-TOFMS to determine phospholipids in tissue.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6436
BCCN0041
BCCL5041
BCCH2416
BCCJ0583

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Shelley N Jackson et al.
Journal of the American Society for Mass Spectrometry, 16(2), 133-138 (2005-02-08)
After water, lipids are the most common biomolecules found in the brain (12%). A brief perusal of the physiology, anatomy, and pathophysiology of the brain illustrates the importance of lipids. Recent advances in mass spectrometry have allowed the direct probing
S.N. Singh
Climate Change and Crops, 249-249 (2009)
Rabie Khattab et al.
Journal of the American Oil Chemists' Society, 87(2), 147-155 (2010-02-17)
A high-performance liquid chromatographic (HPLC) method with diode array detection (DAD) was used to determine the total phenolics, including sinapic acid derivatives in canola. Ten Western Canadian canola seeds, six other commodity canola seeds, their corresponding press cakes and meals
R C Beavis et al.
Rapid communications in mass spectrometry : RCM, 3(12), 432-435 (1989-12-01)
The paper reports the discovery of three new matrices for the matrix-assisted laser desorption of proteins. These new matrices (sinapinic, ferulic and caffeic acids) are cinnamic acid derivatives that have several practical advantages over the nicotinic acid matrices previously used.
Julia Scheffel et al.
mAbs, 11(8), 1492-1501 (2019-09-19)
As reported here, we developed and optimized a purification matrix based on a Protein A-derived domain, ZCa, displaying calcium-dependent antibody binding. It provides an alternative to the acidic elution conditions of conventional Protein A affinity chromatography for purification of sensitive
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