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C1761

Sigma-Aldrich

Chorismic acid from Enterobacter aerogenes

≥80%

Sinônimo(s):

trans-3-([1-Carboxyethenyl]oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid

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About This Item

Fórmula empírica (Notação de Hill):
C10H10O6
Número CAS:
617-12-9
Peso molecular:
226.18
Número MDL:
MFCD00135935
Código UNSPSC:
12352100
ID de substância PubChem:
57653988
NACRES:
NA.22

Nível de qualidade

200

Ensaio

≥80%

Formulário

powder

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O

InChI

1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1

chave InChI

WTFXTQVDAKGDEY-HTQZYQBOSA-N

Categorias relacionadas

Aplicação

Chorismic acid is a metabolite generally used in the study of chorismate-prephenate rearrangement and to synthesize chorismate derivatives.
Intermediate in the biosynthesis of aromatic amino acids via the shikimate pathway.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análise (COA)

Lot/Batch Number
037M4088V
019M4068V
039M4012V
038M4074V
14170307

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HHQ ≥98% (HPLC)

Sigma-Aldrich

SML0747

HHQ

1-Adamantaneacetic acid 98%

Sigma-Aldrich

127272

1-Adamantaneacetic acid

Sodium phenylpyruvate powder

Sigma-Aldrich

P8001

Sodium phenylpyruvate

2-Heptyl-3-hydroxy-4(1H)-quinolone ≥96.0% (HPLC)

Sigma-Aldrich

94398

2-Heptyl-3-hydroxy-4(1H)-quinolone

Hippuric acid analytical standard

Supelco

68069

Hippuric acid

L-Phenylalanine-1-13C 99 atom % 13C

Sigma-Aldrich

490091

L-Phenylalanine-1-13C

Alexandra Manos-Turvey et al.
ChemMedChem, 5(7), 1067-1079 (2010-06-01)
Mycobacterium tuberculosis salicylate synthase (MbtI), a member of the chorismate-utilizing enzyme family, catalyses the first committed step in the biosynthesis of the siderophore mycobactin T. This complex secondary metabolite is essential for both virulence and survival of M. tuberculosis, the
Kristin T Ziebart et al.
Journal of medicinal chemistry, 53(9), 3718-3729 (2010-04-03)
Chorismate-utilizing enzymes are attractive antimicrobial drug targets due to their absence in humans and their central role in bacterial survival and virulence. The structural and mechanistic homology of a group of these inspired the goal of discovering inhibitors that target
Rita V M Rio et al.
mBio, 3(1), doi:10-doi:10 (2012-02-16)
Ancient endosymbionts have been associated with extreme genome structural stability with little differentiation in gene inventory between sister species. Tsetse flies (Diptera: Glossinidae) harbor an obligate endosymbiont, Wigglesworthia, which has coevolved with the Glossina radiation. We report on the ~720-kb
Richard J Payne et al.
Organic & biomolecular chemistry, 8(15), 3534-3542 (2010-06-10)
Several 2-amino-4-carboxypyridine, 4- and 5-carboxypyridone-based compounds were prepared and tested against three members of the chorismate-utilising enzyme family, anthranilate synthase, isochorismate synthase and salicylate synthase. Most compounds exhibited low micromolar inhibition of these three enzymes. The most potent inhibitor was
Sergio Martí et al.
Journal of the American Chemical Society, 131(44), 16156-16161 (2009-10-20)
The isochorismate pyruvate lyase (IPL) from Pseudomonas aeruginosa, designated as PchB, catalyzes the transformation of isochorismate into pyruvate and salicylate, but it also catalyzes the rearrangement of chorismate into prephenate, suggesting that both reactions may proceed by a pericyclic mechanism.
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