IUPAC/Chemical Name
L-Asparagine, N(2)-acetyl-, 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester, (2S-(2alpha(1R*,3Z,6Z),3beta))-
InChi Key
JKNGELGDDBUFHG-MUULMIGQSA-N
InChi Code
InChI=1S/C28H46N2O6/c1-4-6-8-10-11-12-13-14-15-17-22(35-28(34)24(20-26(29)32)30-21(3)31)19-25-23(27(33)36-25)18-16-9-7-5-2/h11-12,14-15,22-25H,4-10,13,16-20H2,1-3H3,(H2,29,32)(H,30,31)/b12-11-,15-14-/t22-,23+,24+,25?/m0/s1
SMILES Code
O=C(N)C[C@H](C(O[C@H](CC([C@H]1CCCCCC)OC1=O)C/C=C\C/C=C\CCCCC)=O)NC(C)=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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
506.68
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: Kondo S, Uotani K, Miyamoto M, Hazato T, Naganawa H, Aoyagi T. The structure of esterastin, an inhibitor of esterase. J Antibiot (Tokyo). 1978 Aug;31(8):797-800. doi: 10.7164/antibiotics.31.797. PMID: 690012.
2: Imanaka T, Moriyama Y, Ecsedi GG, Aoyagi T, Amanuma-Muto K, Ohkuma S, Takano T. Esterastin: a potent inhibitor of lysosomal acid lipase. J Biochem. 1983 Sep;94(3):1017-20. doi: 10.1093/oxfordjournals.jbchem.a134399. PMID: 6643414.
3: Morin RJ, Peng SK. Relative specificities of inhibition of acid cholesteryl ester hydrolase and neutral cholesteryl ester hydrolase in cultured rabbit aortic smooth muscle cells by esterastin and cholesteryl oleyl ether. Biochim Biophys Acta. 1989 Jul 17;1004(1):139-42. doi: 10.1016/0005-2760(89)90224-5. PMID: 2742868.
4: Umezawa H, Aoyagi T, Hazato T, Uotani K, Kojima F, Hamada M, Takeuchi T. Esterastin, an inhibitor of esterase, produced by actinomycetes. J Antibiot (Tokyo). 1978 Jun;31(6):639-41. doi: 10.7164/antibiotics.31.639. PMID: 567214.
5: Ecsedi GG, Amanuma K, Imanaka T, Aoyagi T, Ohkuma S, Takano T. Effect of esterastin, an acid lipase inhibitor, on the free and esterified cholesterol contents of cultured aortic smooth muscle cells treated with LDL and cholesterol ester liquid crystals. Biochem Int. 1985 Mar;10(3):337-42. PMID: 4015661.
6: Hochuli E, Kupfer E, Maurer R, Meister W, Mercadal Y, Schmidt K. Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Chemistry and structure elucidation. J Antibiot (Tokyo). 1987 Aug;40(8):1086-91. doi: 10.7164/antibiotics.40.1086. PMID: 3680019.
7: Umezawa H. Studies on low-molecular-weight immunomodifiers produced by microorganisms: results of ten years' effort. Rev Infect Dis. 1984 May- Jun;6(3):412-20. doi: 10.1093/clinids/6.3.412. PMID: 6234644.
8: Ecsedi GG, Virág S. Accumulation of cholesterol ester in cultured smooth muscle cells of congenital hypercholesterolemic (WHHL) rabbits treated with normal and WHHL rabbit plasma LDL. Methods Find Exp Clin Pharmacol. 1986 Sep;8(9):535-42. PMID: 3773598.
9: Umezawa H. Low-molecular-weight immunomodifiers produced by micro-organisms. Biotechnol Genet Eng Rev. 1985;3:255-73. doi: 10.1080/02648725.1985.10647815. PMID: 2936359.
10: Murakami S, Takahashi Y, Naganawa H, Takeuchi T, Aoyagi T. Belactins A and B, new serine carboxypeptidase inhibitors produced by Actinomycete. II. Physico- chemical properties, structure determinations and enzymatic inhibitory activities compared with other beta-lactone containing inhibitors. J Enzyme Inhib. 1995;9(4):277-84. doi: 10.3109/14756369509036556. PMID: 8598537.
