| Identification | More | [Name]
O-PHOSPHO-L-SERINE | [CAS]
17885-08-4 | [Synonyms]
DL-SOP
Serophen
NSC 90791
H-SER(P)-OH
Energoserina
PHOSPHOSERINE
H-DL-SER(P)-OH
H-SER(PO3H2)-OH
H-SER(H2PO3)-OH
L-PHOSPHOSERINE
SERINE(PO3H2)-OH
DL-Ser(H2PO3)-OH
DL-Phosphoserine
L-Seryl phosphate
O-phosphonoserine
3-O-Phosphoserine
L-3-Phosphoserine
L-O-PHOSPHOSERINE
DL-O-PHOSPHOSERINE
H-DL-SER(H2PO3)-OH
O-PHOSPHO-DL-SERINE
DL-Serine phosphate
TIMTEC-BB SBB000251
Serine, O-phosphono-
L-SERINE-O-PHOSPHATE
O-phosphono-L-serine
DL-O-Phosphorylserine
DL-O-Serine phosphate
O-PHOSPHORYL-L-SERINE
O-PHOSPHORYL-DL-SERINE
L-Serinephosphoric acid
DL-Phosphoserine Anhydrous
DL-SERINE MONOPHOSPHORIC ACID
DL-serine dihydrogen phosphate
PHOSPHOSERINE ANTIBODY INHIBITOR
O-PHOSPHO-DL-SERINE >= 98.0% (NT)
O-Phospho-DL-serine≥ 98% (Titration)
2-amino-3-phosphonooxy-propanoic acid
(2S)-2-amino-3-phosphonooxy-propionic acid
Serine, dihydrogen phosphate (ester) (9CI)
Serine, dihydrogen phosphate (ester), L- (8CI)
DL-2-AMINO-3-HYDROXYPROPANOIC ACID 3-PHOSPHATE
(S)-2-amino-3-hydroxypropanoic acid 3-phosphate
Serine, dihydrogen phosphate (ester), DL- (8CI)
DL-2-Amino-3-hydroxypropanoic acid 3-phosphate, DL-Serine monophosphoric acid, DL-SOP | [EINECS(EC#)]
206-986-0 | [Molecular Formula]
C3H8NO6P | [MDL Number]
MFCD00065935 | [Molecular Weight]
185.07 | [MOL File]
17885-08-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
190 °C(lit.) | [Boiling point ]
475.4±55.0 °C(Predicted) | [density ]
1.809 | [storage temp. ]
-15°C | [solubility ]
H2O: 50 mg/mL hot, clear, colorless to slightly yellow
| [form ]
Solid | [pka]
1.71±0.10(Predicted) | [color ]
White to Off-White | [Merck ]
7363 | [BRN ]
1726828 | [InChI]
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 | [InChIKey]
BZQFBWGGLXLEPQ-REOHCLBHSA-N | [SMILES]
C(O)(=O)[C@H](COP(O)(O)=O)N | [CAS DataBase Reference]
17885-08-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26 | [WGK Germany ]
3
| [F ]
10 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to faint beige crystalline powder | [Uses]
DL-O-Phosphoserine is used in alternative pathways for biosynthesis of cysteine and of selenocysteine.
| [Definition]
ChEBI: A serine derivative that is serine substituted at the oxygen atom by a phosphono group. | [Biochem/physiol Actions]
O-Phospho-DL-serine (pSer) is used in the study of non-enzymatic aminophospholipid glycation. | [in vivo]
O-phospho-L-serin can be used in retinal research to explore the regulatory mechanism of Müller glial cell proliferation and photoreceptor regeneration; in bone repair research, to evaluate the effects on bone cement performance and bone healing; in insect research, to identify the role of D-serine in insect growth and development. In the zebrafish light-damaged retinal model experiment, O-phospho-L-serin (20 mM, 0.5 μL; iv; injected before light treatment; single dose) can significantly reduce the number of proliferating cell nuclear antigen (PCNA)-positive Müller glial cells 51 hours after light damage, and inhibit the regeneration of cones in the light-damaged retina, but has no significant effect on the number of light-induced photoreceptor cell death[1].
In a miniature pig mandibular bone defect model experiment, a modified bone cement prepared by surgical implantation of a mixture of O-phospho-L-serin (Biozement D (2 g)-collagen-I (2.5%)-phosphoserine (50 mg)) was administered. Compared with the unmodified bone cement, the treated group had a higher absorption rate and bone regeneration rate, which effectively promoted bone healing[2].
In a silkworm growth and development experiment, O-phospho-L-serin (20 mM, 1 mL; added to feed; daily administration, from first to fifth instar larvae) delayed the development of silkworm larvae by about 6 days, significantly reduced the survival rate of larvae, and reduced the D-serine level in larvae until the cocooning stage compared with the control group[3]. | Animal Model: | Zebrafish retinal light damage model[1] | | Dosage: | 0.65% saline containing either 20 mM O-phospho-L-serine (L-SOP), 0.5 μL | | Administration: | Intravitreally injection via Hamilton syringe; single dose | | Result: | Decreased the number of PCNA-positive Müller glia 51 hours after light damage.
Inhibited the regeneration of cone photoreceptors in the light-damaged retina.
There was no significant difference in the number of light-induced photoreceptor cell deaths between the O-phospho-L-serin-injected group and the control group 24 hours after light treatment. |
| [IC 50]
Human Endogenous Metabolite |
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