O-Phospho-L-serine - CAS 407-41-0
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C3H8NO6P
Molecular Weight:
185.07
COA:
Inquire
Targets:
mGluR
Description:
O-Phospho-L-serine, a molecule which resembles phosphatidylserine head group, is an agonist of the group III metabotropic glutamate receptors mGluR4a and mGluR6 (EC50s = 2-5 µM). It is also used in the purification of the Epstein-Barr virus nuclear antigen 2A.
Synonyms:
L-Serine-O-phosphate; L-O-PHOSPHOSERINE; L-SERINE-O-PHOSPHATE; L-PHOSPHOSERINE; H-SER(PO3H2)-OH; H-SER(P)-OH; H-SER(H2PO3)-OH; L-2-AMINO-3-HYDROXYPROPANOIC ACID 3-PHOSPHATE; PHOSPHOSERINE; Dexfosfoserine; L-SOP
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
Inquire
InChIKey:
BZQFBWGGLXLEPQ-REOHCLBHSA-N
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
Canonical SMILES:
C(C(C(=O)O)N)OP(=O)(O)O
1.Detection of amino acid and peptide phosphate protonation using Raman spectroscopy.
Xie Y;Jiang Y;Ben-Amotz D Anal Biochem. 2005 Aug 15;343(2):223-30.
Raman spectra of phosphorylated amino acids and peptides undergo pH-dependent changes attributed to protonation of -OPO(3)(2-) (dibasic) to -OPO(3)H(-) (monobasic). Bands at approximately 980 and 1080cm(-1) in solution Raman spectra of phosphoserine and phosphothreonine are assigned to the monobasic and dibasic phosphate groups, respectively. Calibrated Raman peak area ratio measurements, performed as a function of pH, are used to determine the corresponding pKa values of 5.6 (phosphoserine) and 5.9 (phosphothreonine). In peptides, the phosphate Raman bands are difficult to distinguish due to interference from other neighboring bands (particularly those derived from aromatic amino acid residues) as well as the relatively low solubility of peptides. Nevertheless, drop coating deposition Raman (DCDR) spectra obtained from 100-microM peptide solutions reveal pH-dependent second derivative features at approximately 980 and 1080cm(-1), which are indicative of phosphate protonation.
2.Effects of epidermal growth factor and 12-O-tetradecanoylphorbol-13-acetate on metabolism of the epidermal growth factor receptor in normal human fibroblasts.
Decker SJ Mol Cell Biol. 1984 Sep;4(9):1718-24.
The biosynthesis, phosphorylation, and degradation of the epidermal growth factor (EGF) receptor were examined in normal human fibroblasts. The receptor was initially synthesized as an Mr = 160,000 immature form which matured to an Mr = 170,000 form in a monensin-sensitive manner. Tunicamycin treatment led to the accumulation of an Mr = 130,000 protein. The receptor was phosphorylated on serine and threonine residues in normally growing and quiescent cells, and treatment with EGF or the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) resulted in a two- to threefold increase in receptor-bound phosphate. EGF increased the amount of phosphoserine and phosphothreonine and caused the appearance of a minor amount of phosphotyrosine. TPA increased the levels of phosphoserine and phosphothreonine exclusively. Prior treatment with TPA inhibited the EGF-dependent appearance of phosphotyrosine in the receptor. Analysis of tryptic phosphopeptides revealed that six of the seven major peptides were common to the receptor from cells treated with EGF or TPA. EGF strongly stimulated [3H]thymidine incorporation in confluent cells, increased final saturation density three to fourfold, and increased whole-cell levels of phosphotyrosine about threefold.
3.Effect of citrulline for arginine replacement on the structure and turnover of phosphopeptide substrates of protein phosphatase-1.
Martin BL;Luo S;Kintanar A;Chen M;Graves DJ Arch Biochem Biophys. 1998 Nov 15;359(2):179-91.
Phosphorylated and nonphosphorylated forms of a decapeptide corresponding to residues 9 to 18 of glycogen phosphorylase were compared using two-dimensional nuclear magnetic resonance with assignment of both peptides done by the sequential method. Both forms had little secondary structure, but there was evidence for an interaction between arginine-16 and phosphorylated serine at position 14. A change in the chemical shift for the epsilon-nitrogen hydrogen of arginine in position 16 was observed in the spectrum of the phosphorylated peptide and was not evident in a phosphopeptide having citrulline in place of arginine-16. Hydrolysis catalyzed by protein phosphatase-1 was decreased with the citrulline-containing phosphopeptide compared to the arginine-containing phosphopeptide with effects observed on both kcat and Km of the phosphatase reaction. Alkaline phosphatase hydrolyzed these peptides and a di-citrulline peptide equally well. These results are consistent with arginine being favorable in the recognition of substrates by phosphatase-1, possibly recognition as an arginine-phosphoserine complex. As a model study, arginine and two analogs, citrulline and canavanine, were examined for association with inorganic phosphate by nuclear magnetic resonance spectrometry.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related mGluR Products


CAS 5080-50-2 O-Acetyl-L-carnitine hydrochloride

O-Acetyl-L-carnitine hydrochloride
(CAS: 5080-50-2)

O-Acetyl-L-carnitine hydrochloride is an acetic acid ester of L-carnitine that transports fatty acids into the mitochondria. It was demonstrated that exhibits a...

CAS 179067-99-3 CPCCOEt

CPCCOEt
(CAS: 179067-99-3)

CPCCOEt has been found to be a mGluR-1 antagonist.

CAS 111900-32-4 (1S,3R)-ACPD

(1S,3R)-ACPD
(CAS: 111900-32-4)

(1S,3R)-ACPD, an isomer of (±)-trans-ACPD, has been found to be an agonist of mGluRs.

CAS 226878-01-9 NPS 2390

NPS 2390
(CAS: 226878-01-9)

NPS 2390 is a Group I mGlu antagonist. NPS 2390 acts as a noncompetitive antagonist of mGluR1 and mGluR5 with IC50 values of 5.2 and 82 nM.

CAS 146669-29-6 (RS)-MCPG

(RS)-MCPG
(CAS: 146669-29-6)

(RS)-MCPG is a non-selective group I/group II metabotropic glutamate receptor antagonist.

CAS 195209-04-2 ACPT-II

ACPT-II
(CAS: 195209-04-2)

ACPT-II has been found to be a mGluR antagonist and could probably exhibit neuroprotective effects.

CAS 851881-60-2 ADX-47273

ADX-47273
(CAS: 851881-60-2)

ADX-47273 is a drug used in scientific research which acts as a positive allosteric modulator selective for the metabotropic glutamate receptor subtype mGluR5.

CAS 1623101-11-0 VU-0483605

VU-0483605
(CAS: 1623101-11-0)

VU-0483605, an isoindol derivative, has been found to be a mGluR1 positive allosteric modulator and probably be effective against schizophrenia. EC50: 356 and 3...

Chemical Structure

CAS 407-41-0 O-Phospho-L-serine

Quick Inquiry

Verification code

Featured Items