Synonym
Plasmenylserine; Phosphoserine; Dexfosfoserine; L-SOP; L-Serine O-phosphate;
IUPAC/Chemical Name
O-phosphono-L-serine
InChi Key
BZQFBWGGLXLEPQ-REOHCLBHSA-N
InChi Code
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
SMILES Code
N[C@H](C(O)=O)COP(O)(O)=O
Purity
>95% (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
185.07
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: Yaffe MB, Elia AE. Phosphoserine/threonine-binding domains. Curr Opin Cell Biol. 2001 Apr;13(2):131-8. doi: 10.1016/s0955-0674(00)00189-7. PMID: 11248545.
2: Leal JA, Estrada-Tobar ZM, Wade F, Mendiola AJP, Meza A, Mendoza M, Nerenberg PS, Zurita-Lopez CI. Phosphoserine inhibits neighboring arginine methylation in the RKS motif of histone H3. Arch Biochem Biophys. 2021 Feb 15;698:108716. doi: 10.1016/j.abb.2020.108716. Epub 2020 Dec 10. PMID: 33309545.
3: Yaffe MB, Smerdon SJ. PhosphoSerine/threonine binding domains: you can't pSERious? Structure. 2001 Mar 7;9(3):R33-8. doi: 10.1016/s0969-2126(01)00580-9. PMID: 11286893.
4: Büyüktiryaki S, Say R, Denizli A, Ersöz A. Phosphoserine imprinted nanosensor for detection of Cancer Antigen 125. Talanta. 2017 May 15;167:172-180. doi: 10.1016/j.talanta.2017.01.093. Epub 2017 Feb 4. PMID: 28340708.
5: Haufroid M, Mirgaux M, Leherte L, Wouters J. Crystal structures and snapshots along the reaction pathway of human phosphoserine phosphatase. Acta Crystallogr D Struct Biol. 2019 Jun 1;75(Pt 6):592-604. doi: 10.1107/S2059798319006867. Epub 2019 Jun 4. PMID: 31205021.
6: Kesseli FP, Lauer CS, Baker I, Mirica KA, Van Citters DW. Identification of a calcium phosphoserine coordination network in an adhesive organo-apatitic bone cement system. Acta Biomater. 2020 Mar 15;105:280-289. doi: 10.1016/j.actbio.2020.01.007. Epub 2020 Jan 13. PMID: 31945507; PMCID: PMC7134197.
7: Klunk WE, McClure RJ, Pettegrew JW. Possible roles of L-phosphoserine in the pathogenesis of Alzheimer's disease. Mol Chem Neuropathol. 1991 Aug;15(1):51-73. doi: 10.1007/BF03161056. PMID: 1837714.
8: Hawkinson JE, Acosta-Burruel M, Ta ND, Wood PL. Novel phosphoserine phosphatase inhibitors. Eur J Pharmacol. 1997 Oct 22;337(2-3):315-24. doi: 10.1016/s0014-2999(97)01304-6. PMID: 9430431.
9: Garg S, Liu Y, Perez-Salas U, Porcar L, Butler PD. Anomalous inter-membrane cholesterol transport in fluid phase phosphoserine vesicles driven by headgroup ordered to disordered entropic transition. Chem Phys Lipids. 2019 Sep;223:104779. doi: 10.1016/j.chemphyslip.2019.05.004. Epub 2019 May 31. PMID: 31153912.
10: Stoneham CA, Singh R, Jia X, Xiong Y, Guatelli J. Endocytic activity of HIV-1 Vpu: Phosphoserine-dependent interactions with clathrin adaptors. Traffic. 2017 Aug;18(8):545-561. doi: 10.1111/tra.12495. Epub 2017 Jun 27. PMID: 28504462; PMCID: PMC5600163.
