ChemicalBook > CAS DataBase List > O-PHOSPHO-D-SERINE

O-PHOSPHO-D-SERINE

Product Name
O-PHOSPHO-D-SERINE
CAS No.
73913-63-0
Chemical Name
O-PHOSPHO-D-SERINE
Synonyms
D-SOP;D-Ser(H2PO3)-OH;H-D-SER(H2PO3)-OH;H-D-SER(PO3H2)-OH;D-SERINE(PO3H2)-OH;O-PHOSPHO-D-SERINE;D-Serine-O-phosphate;O-Phospho-D-serine≥ 99% (TLC);o-phospho-d-serinecrystalline;(2R)-2-amino-3-phosphonooxypropanoic acid
CBNumber
CB1282740
Molecular Formula
C3H8NO6P
Formula Weight
185.07
MOL File
73913-63-0.mol
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O-PHOSPHO-D-SERINE Property

storage temp. 
-15°C
solubility 
insoluble in DMSO; insoluble in EtOH; ≥18.5 mg/mL in H2O with gentle warming and ultrasonic
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
17602
Product name
O-Phospho-D-Serine
Purity
≥95%
Packaging
250mg
Price
$106
Updated
2022/04/27
Cayman Chemical
Product number
17602
Product name
O-Phospho-D-Serine
Purity
≥95%
Packaging
500mg
Price
$202
Updated
2022/04/27
TRC
Product number
P353725
Product name
O-Phospho-D-serine
Packaging
50mg
Price
$60
Updated
2021/12/16
Usbiological
Product number
287775
Product name
O-Phospho-D-serine
Packaging
250mg
Price
$382
Updated
2021/12/16
ApexBio Technology
Product number
C5331
Product name
O-Phospho-D-Serine
Packaging
250mg
Price
$106
Updated
2021/12/16
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O-PHOSPHO-D-SERINE Chemical Properties,Usage,Production

Chemical Properties

White powder

Definition

ChEBI: O-phospho-D-serine is the D-enantiomer of O-phosphoserine. It is a conjugate acid of an O-phosphonatooxy-D-serine(2-). It is an enantiomer of an O-phospho-L-serine.

Biological Activity

o-phospho-d-serine is a weak agonist of the metabotropic glutamate receptor mglur4.mglur4 receptors, a member of the g protein-linked family of receptors for glutamate, are negatively coupled to camp. its expression is highest in granule cells of the cerebellum that send parallel fibers that synapse with purkinje cell dendrites.

in vitro

the affinity of l-serine-o-phosphate was examined in a baby hamster kidney cells expressing subtype mglur1 or mglur4 of the mglur family. results showed that both l-serine-o-phosphate or o-phospho-d-serine at 3 mm did not inhibit pi-hydrolysis as stimulated by 10 μm glutamate in bhk cells expressing mglur1. however, l-serine-o-phosphate was a potent agonist at the mglur4 subtype, which was negatively coupled to adenylate cyclase, while o-phospho-d-serine was found to be weakly active [1]. in another study, to test whether phosphatidylserine was recognized by amebae, calcium-treated cells were incubated with annexin v prior to adherence to or ingestion by e. histolytica. it was found that the coreceptor could be inhibited by phospho-l-serine and to a lesser extent by o-phospho-d-serine but not by phospho-l-threonine, which was consistent with the coreceptor functioning in the adherence and ingestion of erythrocytes via recognition of phosphatidylserine [2].

IC 50

1,260 μm for the metabotropic glutamate receptor mglur4

References

[1] thomsen, c. , and suzdak, p.d. serine-o-phosphate has affinity for type iv, but not type i, metabotropic glutamate receptor. neuroreport 4, 1099-1101 (1993).
[2] boettner, d. r.,huston, c.d.,sullivan, j.a., et al. entamoeba histolytica and entamoeba dispar utilize externalized phosphatidylserine for recognition and phagocytosis of erythrocytes. infection and immunity 73(6), 3422-3430 (2005).

O-PHOSPHO-D-SERINE Preparation Products And Raw materials

Raw materials

Preparation Products

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