ACe-1 | CAS# 2260670-55-9 | modified ceramide

MedKoo Cat#: 412729 | Name: ACe-1

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

ACe-1 is a modified ceramide with an azobenzene moiety to allow for optical control of the N-acyl chain. ACe-1 has been shown to enable the reversible switching of lipid domains in raft-mimicking supported bilayers. Research has shown that in the trans- configuration the ACes are in the liquid-ordered phase and in the cis- configuration the ACes are in the liquid disordered phase in lipid rafts.

Chemical Structure

ACe-1

CAS#2260670-55-9

Theoretical Analysis

MedKoo Cat#: 412729

Name: ACe-1

CAS#: 2260670-55-9

Chemical Formula: C38H59N3O3

Exact Mass: 605.4556

Molecular Weight: 605.91

Elemental Analysis: C, 75.33; H, 9.82; N, 6.94; O, 7.92

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 850.00	2 Weeks
25mg	USD 2,950.00	2 Weeks

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Synonym

ACe-1; N-[(E)-4-(4-((4-butylphenyl)diazenyl)phenyl)butanoyl]-D-erythro-sphingosine

IUPAC/Chemical Name

4-(4-((E)-(4-butylphenyl)diazenyl)phenyl)-N-((2S,3R,E)-1,3-dihydroxyoctadec-4-en-2-yl)butanamide

InChi Key

YLXGVJCCZLVXAT-OYLVPQITSA-N

InChi Code

InChI=1S/C38H59N3O3/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-21-37(43)36(31-42)39-38(44)22-18-20-33-25-29-35(30-26-33)41-40-34-27-23-32(24-28-34)19-6-4-2/h17,21,23-30,36-37,42-43H,3-16,18-20,22,31H2,1-2H3,(H,39,44)/b21-17+,41-40+/t36-,37+/m0/s1

SMILES Code

OC[C@H](NC(CCCC1=CC=C(/N=N/C2=CC=C(CCCC)C=C2)C=C1)=O)[C@H](O)/C=C/CCCCCCCCCCCCC

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 605.91 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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Evolution of the Ace-1 and Gste2 Mutations and Their Potential Impact on the Use of Carbamate and Organophosphates in IRS for Controlling Anopheles gambiae s.l., the Major Malaria Mosquito in Senegal. Pathogens. 2022 Sep 7;11(9):1021. doi: 10.3390/pathogens11091021. PMID: 36145453; PMCID: PMC9504234. 5: Rahayu R, Melta D, Hasmiwati. Detection of Ace-1 Mutation in Temephos- Resistant Aedes aegypti L. in West Sumatra, Indonesia. Pak J Biol Sci. 2022 Jan;25(9):816-821. doi: 10.3923/pjbs.2022.816.821. PMID: 36098083. 6: Binyang AJ, Elanga-Ndille E, Tene-Fossog B, Ndo C, Nouage L, Assatse T, Fotso-Toguem Y, Tabue R, Zeukeng F, Nguiffo DN, Etang J, Njiokou F, Wondji CS. Distribution of acetylcholinesterase (Ace-1R) target-site G119S mutation and resistance to carbamates and organophosphates in Anopheles gambiae sensu lato populations from Cameroon. Parasit Vectors. 2022 Feb 14;15(1):53. doi: 10.1186/s13071-022-05174-1. PMID: 35164852; PMCID: PMC8842952. 7: Assogba BS, Djogbénou LS, Milesi P, Berthomieu A, Perez J, Ayala D, Chandre F, Makoutodé M, Labbé P, Weill M. An ace-1 gene duplication resorbs the fitness cost associated with resistance in Anopheles gambiae, the main malaria mosquito. Sci Rep. 2015 Oct 5;5:14529. doi: 10.1038/srep14529. PMID: 26434951; PMCID: PMC4592963. 8: Gouveia F, Camins A, Ettcheto M, Bicker J, Falcão A, Cruz MT, Fortuna A. Targeting brain Renin-Angiotensin System for the prevention and treatment of Alzheimer's disease: Past, present and future. Ageing Res Rev. 2022 May;77:101612. doi: 10.1016/j.arr.2022.101612. Epub 2022 Mar 26. PMID: 35346852. 9: Keïta M, Kané F, Thiero O, Traoré B, Zeukeng F, Sodio AB, Traoré SF, Djouaka R, Doumbia S, Sogoba N. Acetylcholinesterase (ace-1R) target site mutation G119S and resistance to carbamates in Anopheles gambiae (sensu lato) populations from Mali. Parasit Vectors. 2020 Jun 5;13(1):283. doi: 10.1186/s13071-020-04150-x. PMID: 32503614; PMCID: PMC7275337. 10: Ding H, Kothandaraman S, Gong L, Williams MM, Dirksen WP, Rosol TJ, Tweedle MF. A human GRPr-transfected Ace-1 canine prostate cancer model in mice. Prostate. 2016 Jun;76(9):783-95. doi: 10.1002/pros.23172. Epub 2016 Mar 4. PMID: 26940014; PMCID: PMC5867903. 11: Sarkar T, Singh NP, Kar P, Husain SA, Kapoor S, Pollipalli SK, Kumar A, Garg N. Does angiotensin-converting enzyme-1 (ACE-1) gene polymorphism lead to chronic kidney disease among hypertensive patients? Ren Fail. 2016 Jun;38(5):765-9. doi: 10.3109/0886022X.2016.1160247. Epub 2016 Apr 6. PMID: 27050505. 12: Major KM, Weston DP, Lydy MJ, Huff Hartz KE, Wellborn GA, Manny AR, Poynton HC. The G119S ace-1 mutation confers adaptive organophosphate resistance in a nontarget amphipod. Evol Appl. 2019 Nov 27;13(4):620-635. doi: 10.1111/eva.12888. PMID: 32211056; PMCID: PMC7086107. 13: Samal RR, Panmei K, Lanbiliu P, Kumar S. Metabolic detoxification and ace-1 target site mutations associated with acetamiprid resistance in Aedes aegypti L. Front Physiol. 2022 Aug 30;13:988907. doi: 10.3389/fphys.2022.988907. PMID: 36111159; PMCID: PMC9468370. 14: Saengsiwaritt W, Jittikoon J, Chaikledkaew U, Udomsinprasert W. Genetic polymorphisms of ACE1, ACE2, and TMPRSS2 associated with COVID-19 severity: A systematic review with meta-analysis. Rev Med Virol. 2022 Jul;32(4):e2323. doi: 10.1002/rmv.2323. Epub 2022 Jan 8. PMID: 34997794. 15: Bkhache M, Tmimi FZ, Charafeddine O, Filali OB, Lemrani M, Labbé P, Sarih M. G119S ace-1 mutation conferring insecticide resistance detected in the Culex pipiens complex in Morocco. Pest Manag Sci. 2019 Jan;75(1):286-291. doi: 10.1002/ps.5114. Epub 2018 Aug 21. PMID: 29885052. 16: Djogbénou L, Labbé P, Chandre F, Pasteur N, Weill M. Ace-1 duplication in Anopheles gambiae: a challenge for malaria control. Malar J. 2009 Apr 18;8:70. doi: 10.1186/1475-2875-8-70. PMID: 19374767; PMCID: PMC2679766. 17: Elanga-Ndille E, Nouage L, Ndo C, Binyang A, Assatse T, Nguiffo-Nguete D, Djonabaye D, Irwing H, Tene-Fossog B, Wondji CS. The G119S Acetylcholinesterase (Ace-1) Target Site Mutation Confers Carbamate Resistance in the Major Malaria Vector Anopheles gambiae from Cameroon: A Challenge for the Coming IRS Implementation. Genes (Basel). 2019 Oct 11;10(10):790. doi: 10.3390/genes10100790. PMID: 31614683; PMCID: PMC6826778. 18: Dilsizian V, Zynda TK, Petrov A, Ohshima S, Tahara N, Haider N, Donohue A, Aras O, Femia FJ, Hillier SM, Joyal JL, Wong ND, Coleman T, Babich JW, Narula J. Molecular imaging of human ACE-1 expression in transgenic rats. JACC Cardiovasc Imaging. 2012 Apr;5(4):409-18. doi: 10.1016/j.jcmg.2011.10.008. PMID: 22498331. 19: Essandoh J, Yawson AE, Weetman D. Acetylcholinesterase (Ace-1) target site mutation 119S is strongly diagnostic of carbamate and organophosphate resistance in Anopheles gambiae s.s. and Anopheles coluzzii across southern Ghana. Malar J. 2013 Nov 9;12:404. doi: 10.1186/1475-2875-12-404. PMID: 24206629; PMCID: PMC3842805. 20: Sy O, Sarr PC, Assogba BS, Ndiaye M, Dia AK, Ndiaye A, Nourdine MA, Guèye OK, Konaté L, Gaye O, Faye O, Niang EA. Detection of kdr and ace-1 mutations in wild populations of Anopheles arabiensis and An. melas in a residual malaria transmission area of Senegal. Pestic Biochem Physiol. 2021 Mar;173:104783. doi: 10.1016/j.pestbp.2021.104783. Epub 2021 Jan 16. PMID: 33771262.