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7(Z)-Tricosene

目录号 : GC42599

Male pheromone in Drosophila

7(Z)-Tricosene Chemical Structure

Cas No.:52078-42-9

规格 价格 库存 购买数量
1mg
¥361.00
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5mg
¥1,627.00
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10mg
¥2,878.00
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50mg
¥12,591.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

7(Z)-Tricosene is an unsaturated cuticular hydrocarbon that acts as a pheromone in some insects, including Drosophila. While it is present in both sexes of some Drosophila species, it is abundant in males, but not females, of D. melanogaster and D. sechellia. In these species, 7(Z)-tricosene prevents or reduces male courtship behavior and increases female sexual receptivity. It is absent from virgin D. melanogaster females, but is transferred from males to females during mating. In addition, mating induces the synthesis of 7(Z)-tricosene by D. melanogaster females, so that it acts as an anti-aphrodisiac in mated females. 7(Z)-Tricosene is also a minor component of labial gland secretion and cuticle of Bombus spp.

Chemical Properties

Cas No. 52078-42-9 SDF
Canonical SMILES CCCCCCCCCCCCCCC/C=C\CCCCCC
分子式 C23H46 分子量 322.6
溶解度 Acetone: 10 mg/ml,DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 20 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.0998 mL 15.4991 mL 30.9981 mL
5 mM 0.62 mL 3.0998 mL 6.1996 mL
10 mM 0.31 mL 1.5499 mL 3.0998 mL
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Research Update

Ligand binding-dependent functions of the lipocalin NLaz: an in vivo study in Drosophila

FASEB J 2014 Apr;28(4):1555-67.PMID:24361577DOI:10.1096/fj.13-240556

Lipocalins are small extracellular proteins mostly described as lipid carriers. The Drosophila lipocalin NLaz (neural Lazarillo) modulates the IIS pathway and regulates longevity, stress resistance, and behavior. Here, we test whether a native hydrophobic pocket structure is required for NLaz to perform its functions. We use a point mutation altering the binding pocket (NLaz(L130R)) and control mutations outside NLaz binding pocket. Tryptophan fluorescence titration reveals that NLaz(L130R) loses its ability to bind ergosterol and the pheromone 7(Z)-Tricosene but retains retinoic acid binding. Using site-directed transgenesis in Drosophila, we test the functionality of the ligand binding-altered lipocalin at the organism level. NLaz-dependent life span reduction, oxidative stress and starvation sensitivity, aging markers accumulation, and deficient courtship are rescued by overexpression of NLaz(WT), but not of NLaz(L130R). Transcriptional responses to aging and oxidative stress show a large set of age-responsive genes dependent on the integrity of NLaz binding pocket. Inhibition of IIS activity and modulation of oxidative stress and infection-responsive genes are binding pocket-dependent processes. Control of energy metabolites on starvation appears to be, however, insensitive to the modification of the NLaz binding pocket.