D-セリン
D-セリン · (2R)-2-アミノ-3-ヒドロキシプロピオン酸 · (R)-2-アミノ-3-ヒドロキシプロパン酸 · (R)-2-アミノ-3-ヒドロキシプロピオン酸 · (R)-3-ヒドロキシ-2-アミノプロピオン酸 · Dセリン · D-2-アミノ-3-ヒドロキシプロピオン酸〔D-セリン〕 · D-2-アミノ-3-ヒドロキシプロピオン酸
識別子と物理属性
| CAS No. | 312-84-5 |
|---|---|
| 分子式 | C3H7NO3 |
| 平均分子量 | 105.09 g/mol |
| 単同位体質量 | 105.04259308 g/mol |
| SMILES | N[C@H](CO)C(=O)O |
| InChIKey | MTCFGRXMJLQNBG-UWTATZPHSA-N |
| PubChem CID | 71077 |
| ChEMBL | CHEMBL285123 |
| ChEBI | CHEBI:16523 |
| EC No. | 206-229-4 |
| DTXSID | DTXSID9041021 |
| 現地名 | D-セリン |
化学・物理的性質
| XLogP | -3.1 |
|---|---|
| 極性表面積 | 83.6 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 2 |
| 重原子数 | 7 |
| 形式電荷 | 0 |
| 複雑度 | 72.6 |
| 溶解度 | 364 mg/mL at 20 °CH2O: 0.1 g/mL 無色透明346g/L（20℃） |
| 融点 | 229 °C220 °C |
| Physical Description | Solid |
| 比旋光度 | -14.75 º (c=10 2 N HCl) |
| 沸点 | 197.09°C (rough estimate) |
| 密度 | 1.3895 (rough estimate) |
| 屈折率 | 1.4368 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa（酸解離定数） | 2.16±0.10(Predicted) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白い |
| Merck | 14,8460 |
| BRN | 1721403 |
| 主な用途 | 細胞分析 |
| InChI | 1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1 |
| InChIKey | MTCFGRXMJLQNBG-UWTATZPHSA-N |
| SMILES | N[C@H](CO)C(O)=O |
| LogP（分配係数） | -1.490 (est) |
| CAS データベース | 312-84-5(CAS DataBase Reference) |
| EPAの化学物質情報 | D-Serine (312-84-5) |
化学的特性
D-serine is a off-white crystalline powder with a faint musty odor.It is an amino acid found in the brain. Derived from Glycine, d-serine is a neuromodulator, meaning it regulates the activities of neurons.D-Serine supplementation can reduce symptoms of cognitive decline. It is also able to reduce symptoms of diseases characterized by reduced N-methyl-D-aspartate (NMDA) signaling, which includes cocaine dependence and schizophrenia.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 90% (18 of 20) of all reports.WarningH315 (10%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 20 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Status: Active Update: 19-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21814D-Serine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (10%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | VT8200000 |
| 税関コード | 29225000 |
| 危険文句（R） | 36/37/38 |
| 化審法 | 届出不要化学物質 |
| 危険表示 | Xi |
| 安全措置（S） | 24/25-36-26 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
極性無電荷側鎖アミノ酸に分類され、グリシンなどから作り出せるため非必須アミノ酸である。糖原性を持つ。酵素の活性中心において、求核試薬として機能している場合がある。
説明
Serine is one of the 20 naturally-occurring amino acids used by all organisms in the biosynthesis of proteins. Having a single chiral center, serine can exist as one of two stereoisomers (L-Serine and D-Serine).D-serine is categorized as a nootropic. It is an amino acid found in the brain and is produced primarily in astrocytes; the conversion of L-serine to D-serine is catalyzed by the serine racemase enzyme. D-serine acts as a co-agonist of glutamate NMDA receptors and binds at the glycine site. NMDA receptors mediate synaptic plasticity, synaptogenesis, excitotoxicity, memory acquisition, and learning. Schizophrenia is characterized by reduced NMDA receptor signaling and therefore, D-serine supplementation has been tested extensively in patients with schizophrenia. It is thought to improve cognitive symptoms in this population. It is worth noting that in Alzheimer’s disease, there is excess glutamate receptor activation. Memantine, one of the drugs used to treat Alzheimer’s disease, is an NMDA receptor antagonist.
使用
D-Serine is involved in the biosynthesis of purines, pyrimidines, and other amino acids. D-Serine also is an agonist of glycine site of the NMDA-type glutamate receptor. It also acts as Lacosamide intermediate.
一般的な説明
D-serine is an unusual amino acid expressed in the mammalian brain.