Synonym
Hexadecylphosphoserine; Hexadecyl phosphoserine; Hexadecyl-phosphoserine; Hexadecylphospho-L-serine;
IUPAC/Chemical Name
O-((hexadecyloxy)(hydroxy)phosphoryl)-L-serine
InChi Key
DVFFVSCWYBNHJP-SFHVURJKSA-N
InChi Code
InChI=1S/C19H40NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25-27(23,24)26-17-18(20)19(21)22/h18H,2-17,20H2,1H3,(H,21,22)(H,23,24)/t18-/m0/s1
SMILES Code
N[C@@H](COP(O)(OCCCCCCCCCCCCCCCC)=O)C(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
409.50
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: Bergmann J, Junghahn I, Brachwitz H, Langen P. Multiple effects of antitumor alkyl-lysophospholipid analogs on the cytosolic free Ca2+ concentration in a normal and a breast cancer cell line. Anticancer Res. 1994 Jul-Aug;14(4A):1549-56. PubMed PMID: 7979184.
2: Grunicke HH, Maly K, Uberall F, Schubert C, Kindler E, Stekar J, Brachwitz H. Cellular signalling as a target in cancer chemotherapy. Phospholipid analogues as inhibitors of mitogenic signal transduction. Adv Enzyme Regul. 1996;36:385-407. PubMed PMID: 8869757.
3: Geilen CC, Haase A, Wieder T, Arndt D, Zeisig R, Reutter W. Phospholipid analogues: side chain- and polar head group-dependent effects on phosphatidylcholine biosynthesis. J Lipid Res. 1994 Apr;35(4):625-32. PubMed PMID: 8006517.
4: Langen P, Maurer HR, Brachwitz H, Eckert K, Veit A, Vollgraf C. Cytostatic effects of various alkyl phospholipid analogues on different cells in vitro. Anticancer Res. 1992 Nov-Dec;12(6B):2109-12. PubMed PMID: 1295455.
5: Bergmann J, Langen P, Thomas Y, Brachwitz H. Opposite effects on cytosolic Ca2+ of antitumor phospholipids by induction of calcium influx and activation of endoplasmic reticulum Ca(2+)-ATPase. Cell Calcium. 1998 Apr;23(4):241-9. PubMed PMID: 9681187.
