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Merck

96401

Sigma-Aldrich

5-Dehydroquinic acid potassium salt

≥97.0% (TLC)

Sinónimos:

(1R,3R,4S)-1,3,4-Trihydroxy-5-oxocyclohexanecarboxylic acid potassium salt, 3-Dehydroquinic acid potassium salt

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About This Item

Fórmula empírica (notación de Hill):
C7H9KO6
Número de CAS:
Peso molecular:
228.24
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥97.0% (TLC)

form

powder

optical activity

[α]/D -48.0±4.0°, c = 1.5 in H2O

storage temp.

2-8°C

SMILES string

[K+].O[C@@H]1C[C@@](O)(CC(=O)[C@H]1O)C([O-])=O

InChI

1S/C7H10O6.K/c8-3-1-7(13,6(11)12)2-4(9)5(3)10;/h3,5,8,10,13H,1-2H2,(H,11,12);/q;+1/p-1/t3-,5+,7-;/m1./s1

InChI key

XOXNBNMEMILWBJ-HOMRGJANSA-M

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Biochem/physiol Actions

Metabolic intermediate in the shikimate pathway; metabolite standard
Metabolite of the shikimate pathway, which is required for the synthesis of aromatic compounds in microorganismsand plants.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Alison Park et al.
Protein science : a publication of the Protein Society, 13(8), 2108-2119 (2004-07-27)
Dehydroquinate synthase (DHQS) is the N-terminal domain of the pentafunctional AROM protein that catalyses steps 2 to 7 in the shikimate pathway in microbial eukaryotes. DHQS converts 3-deoxy-D-arabino-heptulosonate-7-phosphate (DAHP) to dehydroquinate in a reaction that includes alcohol oxidation, phosphate beta-elimination
Osao Adachi et al.
Bioscience, biotechnology, and biochemistry, 70(12), 3081-3083 (2006-12-08)
A method for enzymatic preparation of 3-dehydroquinate and 3-dehydroshikimate in the shikimate pathway was established by controlling the enzyme activity of 3-dehydroquinate dehydratase. When quinate was incubated with the membrane fraction of acetic acid bacteria at pH 5.0, 3-dehydroquinate was
Wensheng Li et al.
Journal of the American Chemical Society, 127(9), 2874-2882 (2005-03-03)
The toxicity of aromatics frequently limits the yields of their microbial synthesis. For example, the 5% yield of catechol synthesized from glucose by Escherichia coli WN1/pWL1.290A under fermentor-controlled conditions reflects catechol's microbial toxicity. Use of in situ resin-based extraction to

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