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Sigma-Aldrich

trans-Styrylacetic acid

greener alternative

96%

Synonym(s):

4-Phenyl-3-butenoic acid

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About This Item

Linear Formula:
C6H5CH=CHCH2CO2H
CAS Number:
1914-58-5
Molecular Weight:
162.19
MDL number:
MFCD00002783
UNSPSC Code:
12352100
PubChem Substance ID:
24849516
NACRES:
NA.22

Assay

96%

greener alternative product score

old score: 22
new score: 3
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greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

84-86 °C (lit.)

greener alternative category

, Re-engineered

SMILES string

OC(=O)C\C=C\c1ccccc1

InChI

1S/C10H10O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-7H,8H2,(H,11,12)/b7-4+

InChI key

PSCXFXNEYIHJST-QPJJXVBHSA-N

Related Categories

General description

The polarized IR spectra of the hydrogen bond system in trans-styrylacetic acid has been studied.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Design for Energy Efficiency” and “Use of Renewable Feedstock”. Click here to view its DOZN scorecard.

Application

trans-Styrylacetic acid (4-Phenyl-3-butenoic acid) was used as mechanism-based inhibitor of Peptidylglycine α-hydroxylating monooxygenase.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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G A Abou-Mohamed et al.
Journal of cardiovascular pharmacology, 35(6), 871-880 (2000-06-03)
Formation of mature active neuropeptides such as substance P (SP) from their glycine extended precursors entails alpha-amidation of peptide precursors by the sequential enzymatic action of peptidylglycine alpha-monooxygenase (PAM) and peptidylamidoglycolate lyase (PGL). We reported that these two enzymes that
Jee Yeon Lee et al.
International journal of systematic and evolutionary microbiology, 55(Pt 1), 257-262 (2005-01-18)
A 4-phenyl-3-butenoic acid-producing actinomycete, designated strain VK-A60T, was isolated from a soil sample collected from Koyang, Korea. Morphological and chemical characteristics of the strain were consistent with those of the genus Streptomyces. The cell wall of the strain contains LL-diaminopimelic
Jee Yeon Lee et al.
Journal of agricultural and food chemistry, 53(20), 7696-7700 (2005-09-30)
An antifungal compound was isolated from the culture broth of Streptomyces koyangensis strain VK-A60 using various chromatographic procedures. On the basis of the high-resolution EI-mass and 1H and 13C NMR data, the compound was identified as 4-phenyl-3-butenoic acid. Colletotrichum orbiculare
W J Driscoll et al.
Biochemistry, 39(27), 8007-8016 (2000-07-13)
The bifunctional enzyme peptidylglycine-alpha-amidating monooxygenase mediates the conversion of C-terminal glycine-extended peptides to their active alpha-amidated products. Peptidylglycine-alpha-hydroxylating monooxygenase (PHM, EC 1.14.17. 3) catalyzes the first reaction in this two-step process. The olefinic compound 4-phenyl-3-butenoic acid (PBA) is the most
Henryk T Flakus et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 65(2), 481-489 (2006-03-11)
We have investigated the polarized IR spectra of the hydrogen bond system in crystals of trans-styrylacetic acid C(6)H(5)CHCHCH(2)COOH, and also in crystals of the following three deuterium isotopomers of the compound: C(6)H(5)CHCHCH(2)COOD, C(6)H(5)CHCHCD(2)COOH and C(6)H(5)CHCHCD(2)COOD. The spectra were measured at
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