الصفحة الرئيسية>>Signaling Pathways>> Proteases>> Endogenous Metabolite>>Ascr#2

Ascr#2 (Synonyms: Ascaroside C6)

رقم الكتالوجGC35402 Copy One-Click Copy Product Info

Ascr # 2 هو أسكاروزيد معزول عن Caenorhabditis elegans ، ويعزز بشكل فعال تشكيل dauer ، ويعمل أيضًا كجاذب ذكر قوي مع ascr # 3 بتركيز منخفض

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Ascr#2 التركيب الكيميائي

Cas No.: 946524-24-9

الحجم السعر المخزون الكميّة
10mM (in 1mL DMSO)
566٫00
متوفر
1mg
209٫00
متوفر
5mg
522٫00
متوفر
10mg
882٫00
متوفر
25mg
1755٫00
متوفر

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مراجعات العميل

بناء على آراء العملاء.

Sample solution is provided at 25 µL, 10mM.



Description of Ascr#2

Ascr#2 is a type of ascaroside in Caenorhabditis elegans that can effectively induce the worm to enter the dauer stage (a dormant larval stage) with EC50 values of approximately 370nM at 25℃ and 1100nM at 20℃[1]. Ascr#2 exhibits a male-attracting effect on C. elegans at lower concentrations than those required for dauer induction when combined with Ascr#3[2]. Ascr#2-mediated effects are facilitated through G protein-coupled receptors (GPCRs) including DAF-37, DAF-38, SRBC-64 and SRBC-66[3][4].

In vitro, Ascr#2 (50, 100nM) treated HEK293 cells transfected with cMyc-DAF-37 and/or HA-DAF-38 for 30min enhanced the formation of DAF-37 homodimers as well as the heterodimers between DAF-37 and DAF-38[3]. Ascr#2 (1, 10μM) treated HEK293 cells coexpressing SRBC-64 and SRBC-66, but not each receptor alone, for 15min significantly inhibited forskolin-mediated increases in cAMP levels, which indicated that co-expression of SRBC-64 and -66 is sufficient to confer Ascr#2-dependent responses in vitro[4].

In vivo, Ascr#2 (100nM; 3days) promoted C. elegans development arrest and reduced developmental acceleration by nacq#1. The results confirmed the dauer-inducing effect of Ascr#2 and suggested the antagonism between nacq#1 and Ascr#2[5]. Ascr#2 (0.04, 4, and 400nM) treatment of C. elegans for up to 25 days enhanced both lifespan and stress resistance in a concentration-dependent manner. Ascr#2 (400nM) exposure on sir-2.1(ok434) mutant C. elegans for 25 days displayed lifespan regulation mediated by the sirtuin-dependent signaling pathway[6].

References:
[1] Butcher R.A., Fujita M., Schroeder F.C.,Jon Clardy J. Small-molecule pheromones that control dauer development in Caenorhabditis elegans.Nat Chem Biol. 2007 Jul;3(7):420-2.
[2] Choe, A.; von Reuss, S.H.; Kogan, D.; et al. Ascaroside Signaling is Widely Conserved Among Nematodes. Curr. Biol. 2012, 22, 772–780.
[3] Park D., O’Doherty I., Somvanshi R.K., et al. Interaction of structure-specific and promiscuous G-protein-coupled receptors mediates small-molecule signaling in Caenorhabditis elegans. Proc. Natl. Acad. Sci. USA 2012, 109, 9917–9922.
[4] KimK.H., Sato KJ, Shibuya M, et al. Two chemoreceptors mediate developmental effects of dauer pheromone in C. elegans. Science. 2009 Nov 13;326(5955):994-8.
[5] Ludewig A.H., Artyukhin B.A., Aprison E.Z., et al. An excreted small molecule promotes C. elegans reproductive development and aging. Nat Chem Biol. 2019 Aug;15(8):838-845.
[6] Ludewig A.H., Izrayelit Y., Park D., et al. Pheromone sensing regulates Caenorhabditis elegans lifespan and stress resistance via the deacetylase SIR-2.1.Proc Natl Acad Sci USA. 2013 Mar 18;110(14):5522–5527.

Protocol of Ascr#2

Cell experiment [1]:

Cell lines

HEK293 cells

Preparation Method

Cotransfected HEK293 cells [cMyc-DAF37/HA-DAF-38, cMyc-DAF-37/HA-Rhodopsin, or cMyc-DAF37/SST5CR1] were treated with 50nM or 100nM Ascr#2 and/or 1μM somatostatin (SST) for 30min at 37 °C.

Reaction Conditions

50, 100nM; 30min

Applications

Ascr#2 treatment enhanced the formation of DAF-37 homodimers as well as the heterodimers between DAF-37 and DAF-38.

Animal experiment [2]:

Animal models

wild-type (N2) C. elegans 

Preparation Method

Six-centimeter NGM plates containing Ascr#2, Ascr#3, 1:1 mixtures of Ascr#2 and Ascr#3, and mock-treated control plates were used. Late L4-stage worms were picked from synchronized NGM plates and transferred (25–30 worms per plate) to experimental plates at 20 °C. Survival was monitored by scoring for touch-provoked movement every other day, in some cases every day. 

Dosage form

0.04, 4, 400nM; NGM plate; 25days

Applications

Ascr#2 significantly increased mean lifespan of L4-stage C. elegans in a concentration-dependent manner.

References:
[1] Park,D., O’Doherty I., Somvanshi R.K.,et al. Interaction of structure-specific and promiscuous G-protein-coupled receptors mediates small-molecule signaling in Caenorhabditis elegans. Proc. Natl. Acad. Sci. USA 2012, 109, 9917–9922. 
[2] Ludewig A.H., Izrayelit Y., Park D., et al. Pheromone sensing regulates Caenorhabditis elegans lifespan and stress resistance via the deacetylase SIR-2.1.Proc Natl Acad Sci USA. 2013 Mar 18;110(14):5522–5527.

Chemical Properties of Ascr#2

Cas No. 946524-24-9 SDF
المرادفات Ascaroside C6
Canonical SMILES CC(CC[C@H](O[C@H](O[C@@H](C)[C@@H](C1)O)[C@@H]1O)C)=O
Formula C12H22O5 M.Wt 246.3
الذوبان DMSO : 400 mg/mL (1624.04 mM; Need ultrasonic) Storage Store at 2-8°C,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Ascr#2

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 4.0601 mL 20.3004 mL 40.6009 mL
5 mM 812 μL 4.0601 mL 8.1202 mL
10 mM 406 μL 2.03 mL 4.0601 mL
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