2016
DOI: 10.5935/0103-5053.20160199
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Identification and Synthesis of the Male-Produced Sex Pheromone of the Soldier BeetleChauliognathus fallax(Coleoptera: Cantharidae)

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Cited by 6 publications
(8 citation statements)
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“…Dodecanal and farnesol were purchased from commercial sources and used without further purification. Hexanal [60], undecanal [61], tridecanal [62], octadecanal [63], and 2,5,8,11-tetraoxatridecan-13-al [64] all were obtained by oxidation of the corresponding primary alcohol and exhibited characterization consistent with the published literature. Final purity assessments were made based on an analytical RP-HPLC-MS system from Agilent Technologies Inc. (Santa Clara, CA, USA) using the following columns and conditions: Phenomenex Synergi Polar-RP (Phenomenex, Torrance, CA, USA), 4,6 mm × 150 mm, 4 µm, UV detection (Agilent Technologies Inc., Santa Clara, CA, USA) at 250 nm or 280 nm, 5–50% MeCN with 0.1% formic acid (FA) in water (0.1% FA) over 20 min at 0.5 mL/min, or 30–90% MeOH (0.1% FA) in water (0.1% FA) over 20 min at 0.5 mL/min; Phenomenex C18 4.6 mm × 50 mm, 4 µM, UV detection at 280 nm, 10–90% MeCN (0.1% FA) in water (0.1% FA) over 15 min at 0.5 mL/min, or 10–90% MeOH (0.1% FA) in water (0.1% FA) over 15 min at 0.5 mL/min.…”
Section: Methodssupporting
confidence: 55%
“…Dodecanal and farnesol were purchased from commercial sources and used without further purification. Hexanal [60], undecanal [61], tridecanal [62], octadecanal [63], and 2,5,8,11-tetraoxatridecan-13-al [64] all were obtained by oxidation of the corresponding primary alcohol and exhibited characterization consistent with the published literature. Final purity assessments were made based on an analytical RP-HPLC-MS system from Agilent Technologies Inc. (Santa Clara, CA, USA) using the following columns and conditions: Phenomenex Synergi Polar-RP (Phenomenex, Torrance, CA, USA), 4,6 mm × 150 mm, 4 µm, UV detection (Agilent Technologies Inc., Santa Clara, CA, USA) at 250 nm or 280 nm, 5–50% MeCN with 0.1% formic acid (FA) in water (0.1% FA) over 20 min at 0.5 mL/min, or 30–90% MeOH (0.1% FA) in water (0.1% FA) over 20 min at 0.5 mL/min; Phenomenex C18 4.6 mm × 50 mm, 4 µM, UV detection at 280 nm, 10–90% MeCN (0.1% FA) in water (0.1% FA) over 15 min at 0.5 mL/min, or 10–90% MeOH (0.1% FA) in water (0.1% FA) over 15 min at 0.5 mL/min.…”
Section: Methodssupporting
confidence: 55%
“…In an ampoule, 10 mL of dimethyl disulfide (Sigma‐Aldrich, USA), 10 mL of the previously prepared iodine solution, and 10 mL of the crude natural extract were mixed. The ampoule was sealed, and the mixture was stirred at room temperature during 12 h. The resulting solution was washed with a 10 % solution of Na 2 S 2 O 3 and filtered over anhydrous Na 2 SO 4 prior to GC/MS analysis [25] …”
Section: Methodsmentioning
confidence: 99%
“…The GC-FT-IR spectra from these compounds exhibited typical bands of hydrocarbons: aliphatic methylene and methyl axial deformations (n) at 2850-2957 cm À 1 and angular deformation of aliphatic methine protons (n) at 1452-1459 cm À 1 . At 2997 -3006 cm À 1 , a characteristic band of the CÀ H axial deformation of a (Z)-configured double bond [25] was clearly detectable in the spectra of all three compounds (see Supporting Information). The CÀ C double bond position of compounds 3, 7 and 8 was determined by micro-derivatization of the natural extract with dimethyl disulfide (DMDS) ( Figure 4).…”
Section: Chemical Composition Of the Tergal Gland Secretionmentioning
confidence: 99%
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“…Una modificación a la técnica (CG-EM), es por espectrometría de masas de ionización química suave, esta técnica ha sido desarrolladas y utilizadas principalmente por físicos y científicos analíticos, que las han utilizado en una amplia gama de áreas científicas de investigaciones; por ejemplo: aroma, biomarcadores de enfermedades, detección de compuestos peligrosos, química atmosférica (Materic et al, 2015). Vidal et al (2016), mediante esta técnica acoplada a electroantenográfico (CG-EAG) realizaron la identificación y síntesis de la feromona sexual (Z) -tricos-11-ene, en volátiles liberados por adultos machos del escarabajo soldado Chauliognathus fallax Germar.…”
Section: Técnicas De Extracción Y Análisis De Los Compuestos Orgánicounclassified