05616

3-Dehydroshikimisäure

≥95.0% (HPLC)

• Synonym(e): (4S,5R)-(−)-4,5-Dihydroxy-3-oxo-1-cyclohexen-1-carbonsäure, 5-Dehydroshikimisäure
• Empirische Formel (Hill-System): C₇H₈O₅
• CAS-Nummer: 2922-42-1
• Molekulargewicht: 172.14
• UNSPSC Code: 12352106
• PubChem Substance ID: 329748115
• NACRES: NA.25
• MDL number: MFCD00216518

Eigenschaften

• Quality Level: 100
• assay: ≥95.0% (HPLC)
• form: powder
• optical activity: [α]/D -59.0±3.0°, c = 1 in ethanol
• color: white to off-white
• storage temp.: 2-8°C
• InChI: 1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1
• InChI key: SLWWJZMPHJJOPH-PHDIDXHHSA-N

Beschreibung

Application

3-Dehydroshikimic acid is a biochemical intermediate from D-glucose in the synthesis of pro-catechuic acid. 3-Dehydroshikimic acid has been used in a study to describe the synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived β-ketoester. 3-Dehydroshikimic acid has also been used in studies to evaluate the shikimate biosynthetic pathway, in order to develop nontoxic antimicrobial agents, herbicides, and antiparasite drugs.

Biochem/physiol Actions

Metabolite of the shikimate pathway with a chromophore suitable for continuous spectrophotometric assay. Precursor of aromatic metabolites in microorganisms.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H319
• pcodes: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves