Synonym
WS 1279; WS-1279; WS1279;
IUPAC/Chemical Name
S-(2,3-bis(palmitoyloxy)propyl)-N-palmitoyl-L-cysteinyl-L-asparaginyl-L-serylglycylglycyl-L-serine
InChi Key
MKKXXGNBLGERJB-JBZFGHNVSA-N
InChi Code
InChI=1S/C68H125N7O15S/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-60(79)73-58(67(86)74-55(46-59(69)78)66(85)75-56(49-76)65(84)71-47-61(80)70-48-62(81)72-57(50-77)68(87)88)53-91-52-54(90-64(83)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)51-89-63(82)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h54-58,76-77H,4-53H2,1-3H3,(H2,69,78)(H,70,80)(H,71,84)(H,72,81)(H,73,79)(H,74,86)(H,75,85)(H,87,88)/t54?,55-,56-,57-,58-/m0/s1
SMILES Code
OC[C@@H](C(O)=O)NC(CNC(CNC([C@H](CO)NC([C@H](CC(N)=O)NC([C@H](CSCC(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)NC(CCCCCCCCCCCCCCC)=O)=O)=O)=O)=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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
1,312.84
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: Tanaka M, Hori Y, Sakai F, Ueda H, Goto T, Okuhara M, Tsuda Y, Okada Y. WS1279, a novel lipopeptide isolated from Streptomyces willmorei. Biological activities. J Antibiot (Tokyo). 1993 Nov;46(11):1699-706. PubMed PMID: 8270492.
2: Tsuda Y, Okada Y, Tanaka M, Shigematsu N, Hori Y, Goto T, Hashimoto M. Structure and synthesis of an immunoactive lipopeptide, WS1279, of microbial origin. Chem Pharm Bull (Tokyo). 1991 Mar;39(3):607-11. PubMed PMID: 2070441.
3: Kurimura M, Ochiai A, Achiwa K. Synthesis and mitogenic activity of chiral lipopeptide WS1279 and its derivatives. Chem Pharm Bull (Tokyo). 1993 Nov;41(11):1965-70. PubMed PMID: 8293519.
4: Tanaka M, Shigematsu N, Hori Y, Goto T, Hashimoto M, Tsuda Y, Okada Y. Structure and synthesis of an immunoactive lipopeptide, WS1279, of microbial origin. Chem Pharm Bull (Tokyo). 1990 Jun;38(6):1793-5. PubMed PMID: 2101002.
5: Tanaka M, Hori Y, Ueda H, Ezaki M, Goto T, Hashimoto M, Okuhara M. WS1279, a novel lipopeptide isolated from Streptomyces willmorei. Fermentation, isolation and physico-chemical properties. J Antibiot (Tokyo). 1993 May;46(5):858-60. PubMed PMID: 8514641.
