WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 529814
CAS#: 1808266-58-1 (chloride)
Description: Alpha-Lipoic Acid Choline Ester, also known as alpha-LACE, EV-06 or UNR844, is a drug candidate potentially for the treatment of presbyopia. Alpha-LACE was designed to permeate biological membranes with the incorporation of the cationic choline head group. While lipoic acid does not permeate the cornea, the choline ester derivative of lipoic acid permeates the cornea, is hydrolyzed by corneal esterases and is transformed into the biologically active lipoic acid. LACE has been formulated into an ophthalmic solution to be applied twice daily as an eye-drop to treat presbyopia.
MedKoo Cat#: 529814
Name: Alpha-Lipoic Acid Choline Ester
CAS#: 1808266-58-1 (chloride)
Chemical Formula: C13H26ClNO2S2
Molecular Weight: 327.93
Elemental Analysis: C, 47.62; H, 7.99; Cl, 10.81; N, 4.27; O, 9.76; S, 19.55
Related CAS #: 1808266-58-1 (chloride) 1258436-42-8 (bromide) 1258436-41-7 (iodide) 1258491-58-5 (cation)
Synonym: EV-06; EV06; EV 06; alpha-LACE; alphaLACE; alpha LACE; UNR844; UNR-844; UNR 844; Alpha-Lipoic Acid Choline Ester;
IUPAC/Chemical Name: (R)-2-((5-(1,2-dithiolan-3-yl)pentanoyl)oxy)-N,N,N-trimethylethan-1-aminium chloride
InChi Key: QMADNKDMPGZUKN-UTONKHPSSA-M
InChi Code: InChI=1S/C13H26NO2S2.ClH/c1-14(2,3)9-10-16-13(15)7-5-4-6-12-8-11-17-18-12;/h12H,4-11H2,1-3H3;1H/q+1;/p-1/t12-;/m1./s1
SMILES Code: C[N+](C)(C)CCOC(CCCC[C@H]1SSCC1)=O.[Cl-]
Appearance: Solid powder or semisolid (this product is highly hygroscopic 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: >2 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
The following data is based on the product molecular weight 327.93 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|
1: Courvoisier C, Paret MJ, Chantepie J, Goré J, Fournet G, Quash G. Synthesis and effects of 3-methylthiopropanoyl thiolesters of lipoic acid, methional metabolite mimics. Bioorg Chem. 2006 Feb;34(1):49-58. PubMed PMID: 16387348.
2: Chatgilialoglu C, Zambonin L, Altieri A, Ferreri C, Mulazzani QG, Landi L. Geometrical isomerism of monounsaturated fatty acids: thiyl radical catalysis and influence of antioxidant vitamins. Free Radic Biol Med. 2002 Dec 15;33(12):1681-92. PubMed PMID: 12488136.