Synonym
Mycestericin G; Mycestericin-G;
IUPAC/Chemical Name
(2S,3R)-2-amino-3-hydroxy-2-(hydroxymethyl)-14-oxoicosanoic acid
InChi Key
JVVUMRUWQBAVNC-CTNGQTDRSA-N
InChi Code
InChI=1S/C21H41NO5/c1-2-3-4-11-14-18(24)15-12-9-7-5-6-8-10-13-16-19(25)21(22,17-23)20(26)27/h19,23,25H,2-17,22H2,1H3,(H,26,27)/t19-,21+/m1/s1
SMILES Code
CCCCCCC(CCCCCCCCCC[C@H]([C@@](CO)(C(O)=O)N)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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
387.56
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: Fairhurst NW, Mahon MF, Munday RH, Carbery DR. Remote stereocontrol in [3,3]-sigmatropic rearrangements: application to the total synthesis of the immunosuppressant mycestericin G. Org Lett. 2012 Feb 3;14(3):756-9. doi: 10.1021/ol203300k. Epub 2012 Jan 12. PMID: 22239476.
2: Berhal F, Takechi S, Kumagai N, Shibasaki M. Catalytic asymmetric amination of N-nonsubstituted α-alkoxycarbonyl amides: concise enantioselective synthesis of mycestericin F and G. Chemistry. 2011 Feb 7;17(6):1915-21. doi: 10.1002/chem.201002874. Epub 2011 Jan 12. PMID: 21274942.
3: Fujita T, Hamamichi N, Kiuchi M, Matsuzaki T, Kitao Y, Inoue K, Hirose R, Yoneta M, Sasaki S, Chiba K. Determination of absolute configuration and biological activity of new immunosuppressants, mycestericins D, E, F and G. J Antibiot (Tokyo). 1996 Sep;49(9):846-53. doi: 10.7164/antibiotics.49.846. Erratum in: J Antibiot (Tokyo) 1996 Dec;49(12):C-3. PMID: 8931716.
