C1761
Chorismic acid from Enterobacter aerogenes
≥80%
Synonym(s):
trans-3-([1-Carboxyethenyl]oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C10H10O6
CAS Number:
Molecular Weight:
226.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
≥80%
Form:
powder
Quality Level
assay
≥80%
form
powder
shipped in
dry ice
storage temp.
−20°C
SMILES string
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
InChI key
WTFXTQVDAKGDEY-HTQZYQBOSA-N
Application
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.
signalword
Danger
Hazard Classifications
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
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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The mechanism of rearrangement of chorismic acid and related compounds.
Gajewski, Joseph J et al.
Journal of the American Chemical Society, 109(4), 1170-1186 (1987)
Gamma Chi et al.
Biochemistry, 51(24), 4868-4879 (2012-05-23)
MbtI is the salicylate synthase that catalyzes the first committed step in the synthesis of the iron chelating compound mycobactin in Mycobacterium tuberculosis. We previously developed a series of aromatic inhibitors against MbtI based on the reaction intermediate for this
Nivedita Nagachar et al.
FEMS microbiology letters, 308(2), 159-165 (2010-05-22)
Mycobacterium smegmatis acquires extracellular iron using exochelin, mycobactin and carboxymycobactin. The latter two siderophores are synthesized from salicylic acid, which, in turn, is derived from chorismic acid in the shikimic acid pathway. To understand the conversion mechanism of chorismic acid
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C1761-5MG | 04061832621135 |
| C1761-25MG | 04061832621128 |
| C1761-100MG | 04061832621104 |
| C1761-10MG | 04061832621111 |