Juvenile Hormone III
(Synonyms: 保幼激素3,trans-trans-10,11-Epoxyfarnesenic Acid methyl ester) 目录号 : GC43934Juvenile Hormone III是一种非环状倍半萜类化合物，参与调节幼虫成年转变和成年雌性卵子发生的各种过程。Juvenile Hormone III激活保幼激素受体，Kd值为2.9nM。
Cas No.:24198-95-6
Sample solution is provided at 25 µL, 10mM.
Juvenile Hormone III is an acyclic sesquiterpenoid that regulates diverse processes about adult transition of larvae and oogenesis in adult females. Juvenile Hormone III activates the juvenile hormone receptor with a Kd value of 2.9nM[1]. Juvenile Hormone III can be synthesized from farnesoic acid by two alternative pathways, one through methyl farnesoate and the other through Juvenile Hormone III[2].
Juvenile Hormone III (10μM; 2h) induced TcKr-h1 transcript expression dose-dependently in Tc81 cells; the 50% effective concentration (EC50) were 2.7x10-11M [3]. In Drosophila S2 cells, the kJHRE reporter was activated by Juvenile Hormone III (0.1μM; 24h) when the both TcMet and TcSRC were expressed [3].
Juvenile Hormone III (100, 500ng; topical application) rescues the head eversion defect in tail-ablated (CAX) larvae[4]. Juvenile Hormone III (10μg/larva; topical application) diminished the number of S-phase nuclei in ovaries of late feeding-phase workers, bringing them to queen-like levels and prevented the induction of apoptotic DNA degradation[5].
References:
[1].Charles JP, Iwema T, Epa VC, Takaki K, Rynes J, Jindra M. Ligand-binding properties of a juvenile hormone receptor, Methoprene-tolerant. Proc Natl Acad Sci U S A. 2011 Dec 27;108(52):21128-33.
[2].Defelipe LA, Dolghih E, Roitberg AE, Nouzova M, Mayoral JG, Noriega FG, Turjanski AG. Juvenile hormone synthesis: "esterify then epoxidize" or "epoxidize then esterify" Insights from the structural characterization of juvenile hormone acid methyltransferase. Insect Biochem Mol Biol. 2011 Apr;41(4):228-35.
[3]. Kayukawa T, Tateishi K, Shinoda T. Establishment of a versatile cell line for juvenile hormone signaling analysis in Tribolium castaneum. Sci Rep. 2013;3:1570.
[4]. A role for juvenile hormone in the prepupal development of Drosophila melanogaster. Development. 2010 Apr;137(7):1117-26.
[5]. Capella IC, Hartfelder K. Juvenile hormone effect on DNA synthesis and apoptosis in caste-specific differentiation of the larval honey bee (Apis mellifera L.) ovary. J Insect Physiol. 1998 May;44(5-6):385-391.
Juvenile Hormone III是一种非环状倍半萜类化合物，参与调节幼虫成年转变和成年雌性卵子发生的各种过程。Juvenile Hormone III激活保幼激素受体，Kd值为2.9nM[1]。Juvenile Hormone III可以通过两种替代途径由法尼酸合成，一种是通过法呢酸甲酯，另一种是通过保幼激素酸III[2]。
Juvenile Hormone III（10μM；2h）在Tc81细胞中剂量依赖性地诱导TcKr-h1转录本表达，其EC50为2.7×10−11M[3]。在果蝇S2细胞中，当TcMet和TcSRC均表达时，kJHRE报告基因被Juvenile Hormone III（0.1μM；24h）激活[3]。
Juvenile Hormone III（100，500ng；局部应用）可挽救断尾（CAX）幼虫的头部外翻缺陷[4]。Juvenile Hormone III（10μg/幼虫；局部应用）可减少后期取食期工蜂卵巢中 S 期细胞核的数量，使其降至蜂王水平，并防止诱导细胞凋亡 DNA 降解[5]。
| Cell experiment [1]: | |
Cell lines | Tc81 cells |
Preparation Method | Tc81 cells were seeded at 1.0x103vesicles/well in 100μL medium in 96-well plates coated with PEG20,000 and incubated for 1 day before Juvenile Hormone III treatment. Fresh medium containing Juvenile Hormone III and FA was added to precultured cells and the cells were incubated for 2h at 25°C and collected for RNA extraction. |
Reaction Conditions | Juvenile Hormone III: 10μM; 2h. |
Applications | Juvenile Hormone III induced TcKr-h1 transcript expression dose-dependently in Tc81 cells; the 50% effective concentration (EC50) were 2.7x10-11M. |
| Animal experiment [2]: | |
Animal models | Ovary differentiation model |
Preparation Method | Juvenile Hormone III treatment was performed by topical application of 10μg Juvenile Hormone III dissolved in acetone to the cuticle of worker larvae which had just undergone the last larval moult . Control larvae received only acetone. |
Dosage form | Juvenile Hormone III (10μg/larva; topical application) |
Applications | Juvenile Hormone III diminished the number of S-phase nuclei in ovaries of late feeding-phase workers, bringing them to queen-like levels and prevented the induction of apoptotic DNA degradation. |
References: | |
| Cas No. | 24198-95-6 | SDF | |
| 别名 | 保幼激素3,trans-trans-10,11-Epoxyfarnesenic Acid methyl ester | ||
| 化学名 | (2E,6E)-9-(3,3-dimethyl-2-oxiranyl)-3,7-dimethyl-2,6-nonadienoic acid, methyl ester | ||
| Canonical SMILES | COC(/C=C(CC/C=C(C)/CCC1OC1(C)C)\C)=O | ||
| 分子式 | C16H26O3 | 分子量 | 266.4 |
| 溶解度 | 12mg/mL in ethanol, 10mg/ml in DMSO, 14mg/mL in DMF | 储存条件 | Store at -20°C, protect from light |
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.7538 mL | 18.7688 mL | 37.5375 mL |
| 5 mM | 0.7508 mL | 3.7538 mL | 7.5075 mL |
| 10 mM | 0.3754 mL | 1.8769 mL | 3.7538 mL |
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