Fmoc-Gly-OH
FMOC-GLY-OH · FMOC-GLY · FMOC-L-GLY-OH · FMOC-L-GLY · FMOC-GLYCINE · Fmoc-g · Fmoc-GL · Fomc-Gly-OH
식별자 및 물리적 특성
| CAS No. | 29022-11-5 |
|---|---|
| 분자식 | C17H15NO4 |
| 평균 분자량 | 297.3 g/mol |
| 단동위원소 질량 | 297.10010796 g/mol |
| SMILES | O=C(O)CNC(=O)OCC1c2ccccc2-c2ccccc21 |
| InChIKey | NDKDFTQNXLHCGO-UHFFFAOYSA-N |
| PubChem CID | 93124 |
| ChEMBL | CHEMBL5429058 |
| EC No. | 249-373-3 |
| DTXSID | DTXSID60183262 |
화학 및 물리적 성질
| XLogP | 2.7 |
|---|---|
| 극성 표면적 | 75.6 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 22 |
| 형식 전하 | 0 |
| 복잡도 | 403 |
| Polymers | Other Classes -> Polycyclic Aromatic Hydrocarbons |
| Physical Description | White powder[Sigma-Aldrich MSDS] |
| 녹는점 | 174-175 °C(lit.) |
| 끓는 점 | 438.82°C (rough estimate) |
| 밀도 | 1.1671 (rough estimate) |
| 굴절률 | 1.4500 (estimate) |
| 저장 조건 | 2-8°C |
| 용해도 | almost transparency in Methanol |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 3.89±0.10(Predicted) |
| 색상 | 하얀색 |
| BRN | 2163967 |
| 주요 응용 | 펩타이드 합성 |
| InChI | InChI=1S/C17H15NO4/c19-16(20)9-18-17(21)22-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H,18,21)(H,19,20) |
| InChIKey | NDKDFTQNXLHCGO-UHFFFAOYSA-N |
| SMILES | C(O)(=O)CNC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
화학적 성질
white to light yellow crystal powde
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 50% (5 of 10) of reports.WarningH302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 10 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 유해성 요약 | Not considered hazardous by GHS classification[Sigma-Aldrich MSDS] See 2-Acetylaminofluorene and Fluorene. |
| Hazard Classes and Categories | Acute Tox. 4 (20%) |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 29242995 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 24/25-36-26 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Fmoc-Gly-OH is an N-Fmoc-protected form of Glycine (G615990). Glycine is a nonessential amino acid that acts as an inhibitory neyrotransmitter in the vertebrate central nervous system. Glycine also posesses cytoprotective against oxidant damage in the kidney.
일반 설명
Fmoc-Gly-OH is used for fmoc solid-phase peptide synthesis.
제조 및 합성 방법
제조 방법
Glycine (Gly) (0.5 g, 6.66 mmol) was dissolved in 10% NaCO3 (14 ml) under stirring in a 50-ml flask. To the resulting solution, which had been put into an ice bath, 9-fluorenylmethoxycarbonyl chloride (Fmoc-Cl) (1.72 g, 6.66 mmol) in dioxane (12 ml) was gradually added. The reaction mixture was stirred at room temperature for 4 hours. Then added water (150 ml) to the mixture. The aqueous phase layer was separated from the reaction mixture and stripped with ether three times (75 ml×3). The stripped aqueous layer was acidified with 2N HCl aqueous solution to a pH=2, followed by extraction with ethyl acetate three times (75 ml×3). The organic phase layer was recovered and concentrated to obtain crude product of 1.70 g. The crude product was recrystallized in a mixed solvent of ethyl acetate hexane=1:2 (30 ml), and white solid denoted as Fmoc-Gly-OH was obtained after filtration at a reduced pressure.