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Merck
CN

P8126

Phenylpyruvic acid

Synonym(s):

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

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About This Item

Linear Formula:
C6H5CH2COCOOH
CAS Number:
Molecular Weight:
164.16
EC Number:
205-847-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
2207312
MDL number:
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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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Disclaimer

May decompose in storage, especially if not dry.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Nucleophile selectivity of chorismate-utilizing enzymes.
Olivier Kerbarh et al.
Chembiochem : a European journal of chemical biology, 8(6), 622-624 (2007-03-06)
Andrea Pereira Rosa et al.
Cellular and molecular neurobiology, 32(7), 1113-1118 (2012-04-06)
Phenylketonuria is a recessive autosomal disorder that is caused by a deficiency in the activity of phenylalanine-4-hydroxylase, which converts phenylalanine to tyrosine, leading to the accumulation of phenylalanine and its metabolites phenyllactic acid, phenylacetic acid, and phenylpyruvic acid in the
Taiki Fujii et al.
Biochimica et biophysica acta, 1814(12), 1669-1676 (2011-06-16)
We discovered the phenyllactate (PLA)-producing fungal strain Wickerhamia fluorescens TK1 and purified phenylpyruvate reductase (PPR) from fungal cell-free extracts. The PPR used both NADPH and NADH as cofactors with more preference for the former. The enzyme reaction as well as
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
Qiang Tan et al.
Applied biochemistry and biotechnology, 136(3), 279-289 (2007-07-13)
The high-density fermentation of recombinant Pichia pastoris was carried out in a 1-L fermentor. After 60 h of fermentation, the activities of D-amino acid oxidase (DAAO) and catalase assayed with the permeabilized cells attained 12,532 and 684,800 U/L, respectively. Additionally

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