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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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¥9,640
25 G
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About This Item

Linear Formula:
C6H5CH2COCOOH
CAS Number:
Molecular Weight:
164.16
Beilstein:
2207312
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

¥9,640


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Assay

98%

mp

150-154 °C (lit.)

functional group

carboxylic acid
ketone
phenyl

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[1].

Application

Phenylpyruvic acid was used in the synthesis of 3-phenyllactic acid (PLA) by lactate dehydrogenase[2].

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

286958-1G:
286958-5G:
286958-BULK:
286958-VAR:
286958-25G:


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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
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
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
Tapan Kanti Paine et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(21), 6073-6081 (2007-05-01)
Iron(II)-phenylpyruvate complexes of tetradentate tris(6-methyl-2-pyridylmethyl)amine (6-Me3-TPA) and tridentate benzyl bis(2-quinolinylmethyl)amine (Bn-BQA) were prepared to gain insight into C-C bond cleavage catalyzed by dioxygenase enzymes. The complexes we have prepared and characterized are [Fe(6-Me3-tpa)(prv)][BPh4] (1), [Fe2(6-Me3-tpa)2(pp)][(BPh4)2] (2), and [Fe2(6-Me3-tpa)2(2'-NO2-pp)][(BPh4)2] (3), [Fe(6-Me3-tpa)(pp-Me)][BPh4]

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