Related CAS #
180641-01-4 (glycerol
diester)
180641-02-5 (glycerol
monoester)
4103-20-2 (free)
Synonym
Lesquerolic acid;
IUPAC/Chemical Name
(R,Z)-14-hydroxyicos-11-enoic acid
InChi Key
OONXYOAWMIVMCI-KWRJMZDGSA-N
InChi Code
InChI=1S/C20H38O3/c1-2-3-4-13-16-19(21)17-14-11-9-7-5-6-8-10-12-15-18-20(22)23/h11,14,19,21H,2-10,12-13,15-18H2,1H3,(H,22,23)/b14-11-/t19-/m1/s1
SMILES Code
CCCCCC[C@@H](O)C/C=C\CCCCCCCCCC(O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
326.52
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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2: Snapp AR, Kang J, Qi X, Lu C. A fatty acid condensing enzyme from Physaria fendleri increases hydroxy fatty acid accumulation in transgenic oilseeds of Camelina sativa. Planta. 2014 Sep;240(3):599-610. doi: 10.1007/s00425-014-2122-2. Epub 2014 Jul 15. PubMed PMID: 25023632.
3: Kuo TM, Rooney AP, Isbell TA. Conversion of lesquerolic acid to 14-oxo-11(Z)-eicosenoic acid by genetically variable Sphingobacterium multivorum strains. Curr Microbiol. 2008 Jul;57(1):55-60. doi: 10.1007/s00284-008-9152-6. Epub 2008 Apr 1. PubMed PMID: 18379841.
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6: Moon H, Smith MA, Kunst L. A condensing enzyme from the seeds of Lesquerella fendleri that specifically elongates hydroxy fatty acids. Plant Physiol. 2001 Dec;127(4):1635-43. PubMed PMID: 11743108; PubMed Central PMCID: PMC133568.
7: Broun P, Somerville C. Accumulation of ricinoleic, lesquerolic, and densipolic acids in seeds of transgenic Arabidopsis plants that express a fatty acyl hydroxylase cDNA from castor bean. Plant Physiol. 1997 Mar;113(3):933-42. PubMed PMID: 9085577; PubMed Central PMCID: PMC158213.
8: Salywon AM, Dierig DA, Rebman JP, de Rodríguez DJ. Evaluation of new Lesquerella and Physaria (Brassicaceae) oilseed germplasm. Am J Bot. 2005 Jan;92(1):53-62. doi: 10.3732/ajb.92.1.53. PubMed PMID: 21652384.
9: Broun P, Shanklin J, Whittle E, Somerville C. Catalytic plasticity of fatty acid modification enzymes underlying chemical diversity of plant lipids. Science. 1998 Nov 13;282(5392):1315-7. PubMed PMID: 9812895.
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