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102601

3,4-Dihydroxyhydrocinnamic acid

98%

Synonym(s):

3-(3,4-Dihydroxyphenyl)propionic acid, Hydrocaffeic acid

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2.5 g

Available to ship TODAYfromMILWAUKEE

$103.00
10 g

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$261.00
25 g

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$510.00

About This Item

Linear Formula:
(HO)2C6H3CH2CH2CO2H
CAS Number:
1078-61-1
Molecular Weight:
182.17
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24846583
EC Number:
214-083-8
Beilstein/REAXYS Number:
2213449
MDL number:
MFCD00002776

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Quality Segment

100

assay

98%

mp

136-139 °C (lit.)

SMILES string

OC(=O)CCc1ccc(O)c(O)c1

InChI

1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)

InChI key

DZAUWHJDUNRCTF-UHFFFAOYSA-N

General description

3,4-Dihydroxyhydrocinnamic acid (DHCA) belongs to the class of monomers known as hydroxycinnamic acids. DHCA, also known as hydrocaffeic acid, can be polymerized to form various caffeic acid-based polymers. These polymers can be used in the development of coatings, films, and packaging materials due to their antioxidant and antimicrobial properties. caffeic acid-based polymers have also shown potential applications in drug delivery systems, tissue engineering, and encapsulation of bioactive compounds. Additionally, these polymers can be incorporated into cosmetic and personal care products due to their antioxidant and anti-inflammatory properties.

Application

3,4-Dihydroxyhydrocinnamic acid(DHCA) can be used as a monomer to prepare muscle-mimetic, bioadhesive polymers. The strong adhesive action of the polymers is due to interactions of catechol groups present at the end of the polymer terminal chain and substrate surface.
It can also be used for thesurface functionalization of nanoparticles. The functionalization with DHCA notonly improves the water solubility of nanoparticles but also provides a platformfor further modification due to the presence of surface carboxyl groups.

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This Item
H52406C062560018
3,4-Dihydroxyhydrocinnamic acid 98%

Sigma-Aldrich

102601

3,4-Dihydroxyhydrocinnamic acid

3-(4-Hydroxyphenyl)propionic acid 98%

Sigma-Aldrich

H52406

3-(4-Hydroxyphenyl)propionic acid

Caffeic acid ≥98.0% (HPLC)

Sigma-Aldrich

C0625

Caffeic acid

Caffeic acid suitable for matrix substance for MALDI-MS, ≥99.0% (HPLC)

Supelco

60018

Caffeic acid

assay

98%

assay

98%

assay

≥98.0% (HPLC)

assay

≥99.0% (HPLC)

mp

136-139 °C (lit.)

mp

129-131 °C (lit.)

mp

211-213 °C (dec.) (lit.)

mp

211-213 °C (dec.) (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2837
STBJ6787
STBH1606
STBG7784
STBF4885V

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Reina Aoki et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(46), 16603-16610 (2011-11-18)
The ability to detect harmful chemicals rapidly is essential for the survival of all animals. In Caenorhabditis elegans (C. elegans), repellents trigger an avoidance response, causing animals to move away from repellents. Dihydrocaffeic acid (DHCA) is a water-soluble repellent and
Lee E Hunt et al.
Biomolecules, 11(1) (2021-01-06)
There is ongoing interest in exploiting the antioxidant activity and other medicinal properties of natural monophenolic/polyphenolic compounds, but their generally low aqueous solubility limits their applications. Numerous studies have been undertaken to solubilize such compounds via supramolecular derivatization with co-crystal
Kebba Sabally et al.
Journal of biotechnology, 127(1), 167-176 (2006-08-15)
Lipase-catalyzed transesterification reaction of dihydrocaffeic acid (DHCA) with flaxseed oil in organic solvent media was investigated. Using equal molar concentration of DHCA and flaxseed oil, only phenolic monoacylglycerols were obtained with a transesterification yield (TY) of 18.9%. A 1:4 DHCA
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Global Trade Item Number

SKUGTIN
102601-25G04061838669902
102601-10G04061833312964
102601-2.5G04061838669896

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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