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286958

Sigma-Aldrich

Phenylpyruvic acid

98%

Synonym(s):

2-Oxo-3-phenylpropanoic acid, 2-Oxo-3-phenylpropionic acid

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About This Item

Linear Formula:
C6H5CH2COCOOH
CAS Number:
156-06-9
Molecular Weight:
164.16
Beilstein:
2207312
EC Number:
205-847-1
MDL number:
MFCD00002589
UNSPSC Code:
12352100
PubChem Substance ID:
24857257
NACRES:
NA.22

Assay

98%

mp

150-154 °C (lit.)

storage temp.

−20°C

SMILES string

OC(=O)C(=O)Cc1ccccc1

InChI

1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)

InChI key

BTNMPGBKDVTSJY-UHFFFAOYSA-N

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General description

Phenylpyruvic acid reduces glucose-6-phosphate dehydrogenase activity without pre-incubation.

Application

Phenylpyruvic acid was used in the synthesis of 3-phenyllactic acid (PLA) by lactate dehydrogenase.

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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Shuhuai Yu et al.
Biotechnology letters, 36(3), 627-631 (2013-11-20)
3-Phenyllactic acid (PLA) is an antimicrobial compound with broad and effective antimicrobial activity against both bacteria and fungi. Enzymatic production of PLA can be carried out from phenylpyruvic acid by lactate dehydrogenase (LDH); however, the enzymatic reaction is accompanied by
Paddy Jim Baggot et al.
Fetal diagnosis and therapy, 23(3), 245-248 (2008-04-18)
Organic acids were examined from normal and Down syndrome pregnancies to identify possible differences between the amniotic fluid from fetuses with Down Syndrome compared with that of normal fetuses. Amniotic fluids were obtained from prior amniocenteses. Forty-one normal and 22
Valeriano Dal Cin et al.
The Plant cell, 23(7), 2738-2753 (2011-07-14)
Altering expression of transcription factors can be an effective means to coordinately modulate entire metabolic pathways in plants. It can also provide useful information concerning the identities of genes that constitute metabolic networks. Here, we used ectopic expression of a
Zhaojuan Zheng et al.
PloS one, 6(4), e19030-e19030 (2011-05-03)
Phenyllactic acid (PLA), a novel antimicrobial compound with broad and effective antimicrobial activity against both bacteria and fungi, can be produced by many microorganisms, especially lactic acid bacteria. However, the concentration and productivity of PLA have been low in previous
Faqing Tang et al.
Clinical biochemistry, 44(8-9), 711-718 (2011-03-16)
To search for markers of nasopharyngeal carcinoma (NPC) for diagnosis. Using gas chromatography and mass spectrometry, we evaluated 51 serum metabolites in 49 NPC, 37 throat cancer patients and 40 healthy controls. High metabolites were selected and confirmed in NPC
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