Prephenic acid

Prephenic acid

Chembox new
ImageFile=Prephenic acid.pngImageSize=
IUPACName=
OtherNames=
Section1= Chembox Identifiers
CASNo=126-49-8
PubChem=1028
SMILES=C1=CC(C=CC1O)(CC(=O)C(=O)O)C(=O)O
MeSHName=Prephenic+acid
Section2= Chembox Properties
Formula=C10H10O6
MolarMass=226.183
Appearance=
Density=
MeltingPt=
BoilingPt=
Solubility=
Section3= Chembox Hazards
MainHazards=
FlashPt=
Autoignition=

Prephenic acid, more commonly known by its anionic form prephenate, is an intermediate in the biosynthesis of the aromatic amino acids phenylalanine and tyrosine.

It is synthesized by a [3,3] -sigmatropic Claisen rearrangement of chorismate. [cite journal
title = On the mechanism of the chorismate mutase reaction
author = Helmut Goerisch
journal = Biochemistry
year = 1978
pages = 3700
doi = 10.1021/bi00611a004
volume = 17] [cite journal
title = Thermodynamics of the Conversion of Chorismate to Prephenate: Experimental Results and Theoretical Predictions
author = Peter Kast, Yadu B. Tewari, Olaf Wiest, Donald Hilvert, Kendall N. Houk, and Robert N. Goldberg
journal = J. Phys. Chem. B
volume = 101
issue = 50
pages = 10976–10982
year = 1997
doi = 10.1021/jp972501l]

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References


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Look at other dictionaries:

  • prephenic acid — (ˈ)prē+ noun Etymology: prephenic from pre + phen + ic : a quinonoid dicarboxylic acid HOC6H5(COOH)CH2COCOOH formed as an intermediate in the biosynthesis of aromatic amino acids from shikimic acid …   Useful english dictionary

  • prephenic acid — An intermediate in the microbial conversion of shikimic acid to l phenylalanine and l tyrosine. * * * pre·phe·nic acid .fē nik n a quinonoid dicarboxylic acid C10H10O6 formed as an intermediate in the biosynthesis of aromatic amino acids from… …   Medical dictionary

  • prephenic acid — noun An intermediate in the biosynthesis of the amino acids phenylalanine and tyrosine …   Wiktionary

  • Phenylbrenztraubensäure — Strukturformel Allgemeines Name Phenylbrenztraubensäure Andere Namen …   Deutsch Wikipedia

  • Squonk — The Squonk is a legendary creature reputed to live in the Hemlock forests of northern Pennsylvania. Legends of squonks probably originated in the late nineteenth century, at the height of Pennsylvania s importance in the timber industry.The… …   Wikipedia

  • Squonk — Le Squonk est une créature présente dans les légendes, vivant selon les dires dans les forêts de Hemlock, au nord de la Pennsylvanie. Cette légende ou plutôt canular est probablement apparue à la fin du XIXe siècle, date à laquelle s’est vu… …   Wikipédia en Français

  • prephenate — noun Any salt or ester of prephenic acid …   Wiktionary

  • Chorismate synthase — Ribbon diagram of the 1ZTB structure, Chorismate synthase isolated from Mycobacterium tuberculosis. [1] chorismate synthase …   Wikipedia

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