基本情報
- CAS
407-41-0- 標準SMILES
N[C@@H](COP(=O)(O)O)C(=O)O- InChIKey
BZQFBWGGLXLEPQ-REOHCLBHSA-N- 分子式
- C3H8NO6P
- 平均分子量
- 185.07 g/mol
- 単同位体質量
- 185.00892397
概要
O-phospho-L-serine is the L-enantiomer of O-phosphoserine. It has a role as an EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, an EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor, an EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor and a human metabolite. It is a conjugate acid of an O-phosphonato-L-serine(2-). It is an enantiomer of an O-phospho-D-serine.
名称と識別子
- 優先名称
- Phospho-L-serine
- IUPAC
- (2S)-2-amino-3-phosphonooxypropanoic acid
- 現地名
- L-O-ホスホセリン
- 英語名
- O-Phospho-L-serine
- 分子式
- C3H8NO6P
- 分子量
- 185.07
名称と別名
O-phospho-L-serineDexfosfoserineL-O-Phosphoserine407-41-0FosforinaL-PhosphoserineseriphosL-O-Serine phosphateserine phosphateO-Phosphoryl-L-serinePhospho-L-serine(+)-L-Serine dihydrogen phosphate (ester)
名称をさらに表示
L-O-ホスホセリンデキスホスホセリンL-ホスホセリンO-ホスホ-L-セリンO-ホスホノ-L-セリンセリンO-ホスファートL-セリンO-りん酸(S)-2-アミノ-3-(ホスホノオキシ)プロパン酸O-(ジヒドロキシホスフィニル)-L-セリンりん酸化セリンO-ホスホノセリンL-セリン二水素ホスファートホスホリナデクスホスホセリンO-ホスホセリンホスホセリン(+)-O-ホスホノ-L-セリン(S)-2-アミノ-3-ホスホノオキシプロパン酸3-(ホスホノオキシ)-L-アラニンO-ホスホ-L-セリン標準品L OP-serL-SOPL-O-(RG)P-serine3-P-SERINEPhospho Ser
O-phosphoserine, l-DexfosfoserinaGNF-Pf-1028DTXSID1046348NSC-760136VI4F0K069V3-phospho-L-serineDTXCID9026348
物性
構造計算による物性
- XLogP
- -5.1
- 極性表面積
- 130 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 7
- 回転可能結合数
- 4
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 186
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Solubility71 mg/mL
Melting Point170 - 171 °C
Physical DescriptionSolid
Collision Cross Section
135.1 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
140.9 Ų [M+Na]+
物理化学的性質
- 融点
- 190 °C · 190 °C(lit.)
- 比旋光度
- 20 · [α]D20 +14～+18°(c=5,dil.HCl)
- 沸点
- 475.4 · 475.4±55.0 °C(Predicted)
- 比重(密度)
- 1.809 · 1.809±0.06 g/cm3(Predicted)
- 蒸気圧
- 0 Pa · 0Pa at 20℃
- 貯蔵温度
- under inert gas
- 溶解性
- 2 O: · H2O: 50mg/mL 透明、無色～微黄色
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 1 · pK1:2.08;pK2:5.65;pK3:9.74 (25°C)
- 色
- 白い
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 92.7% (38 of 41) of all reports.
Not Classified
Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationREACH registered substance: O-phosphoserine (EC: 206-986-0)
Hazard Classes and CategoriesNot Classified
安全データ
- F
- 10
- wgk
- 3
- ridadr
- UN 3261 8 / PGII
- hs_code
- 29225090
- risk_code
- 21/22
- hazard_code
- Xn
- safety_code
- 36/37
- Hazard Classifications
- Skin Corr. 1B
- ストレージクラス
- 8B - Non-combustible corrosive hazardous materials
化学と産業
薬理情報
Tissue LocationsProstate
Cellular LocationsCytoplasm
Metabolite Pathways3-Phosphoglycerate dehydrogenase deficiency
用途と製造
UsesUse (kg; approx.) in Germany (2009): >1000
応用分野
用途有機合成原料。
説明O-Phospho-L-Serine is an agonist of the group III metabotropic glutamate receptors mGluR4a and mGluR6 (EC50s = 2-5 μM). It mimics the phosphatidylserine head group and has been shown to inhibit the proliferation of microglia and to enhance neuronal differentiation of progenitor cells.
使用O-Phospho-L-Serine is an agonist of the group III metabotropic glutamate receptors mGluR4a and mGluR6 (EC50s = 2-5 μM). It mimics the phosphatidylserine head group and has been shown to inhibit the proliferation of microglia and to enhance neuronal differentiation of progenitor cells.
一般的な説明Monoclonal Anti-Phosphoserine (mouse IgG1 isotype) is derived from the hybridoma produced by the fusion of mouse myeloma cells and splenocytes from an immunized mouse.
調製方法
純化方法Recrystallise the phospho-serine by dissolving 10g in H2O (150mL) at 25o, stirring for up to 20minutes. Undissolved material is filtered off (Büchner), and 95% EtOH (85mL) is added dropwise during 4minutes, and set aside at 25o for 3hours, then at 3o overnight. The crystals are washed with 95% EtOH (100mL), then dry Et2O (50mL), and dried in a vacuum (yield 6.5g). A further quantity (1.5g) can be obtained by keeping the mother liquors and washings at -10o for 1 week. The DL-isomer has m 167-170o(dec) after recrystallisation from H2O/EtOH or MeOH. [Neuhaus & Korkes Biochemical Preparations 6 75 1958, Neuhaus & Byrne J Biol Chem 234 113 1959, IR: F.lsch & Mellander Acta Chem Scand 11 1232 1957, Beilstein 4 IV 3120.]
関連反応
2 件
化合物ノート
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