| Identification | More | [Name]
FMOC-L-Methionine | [CAS]
71989-28-1 | [Synonyms]
9-FLUORENYLMETHOXYCARBONYL-L-METHIONINE
FMOC-L-MET
FMOC-L-METHIONINE
FMOC-L-MET-OH
FMOC-MET
FMOC-METHIONINE
FMOC-MET-OH
N-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE
N-9-FLUORENYLMETHYLOXYCARBONYL-L-METHIONINE
N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-METHIONINE
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-METHIONINE
N-ALPHA-FMOC-L-METHIONINE
N-FLUORENYLMETHOXYCARBONYL-L-METHIONINE
N-FMOC-L-MET
N-FMOC-L-METHIONINE
N-FMOC-MET-OH
FMOC-L-METHIONINE 98%
L-Methionine-N-FMOC-UL-13C5, 15N
N-(9-FLUORENYLMETHOXYCARBONYL)-L-METHIONINE(FMOC-L-MET-OH) | [EINECS(EC#)]
276-258-5 | [Molecular Formula]
C20H21NO4S | [MDL Number]
MFCD00037134 | [Molecular Weight]
371.45 | [MOL File]
71989-28-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
121-123 °C(lit.)
| [alpha ]
-29 º (c=1,DMF 24 ºC) | [Boiling point ]
614.6±55.0 °C(Predicted) | [density ]
1.2053 (rough estimate) | [refractive index ]
-29.5 ° (C=1, DMF) | [storage temp. ]
2-8°C
| [solubility ]
very faint turbidity in Methanol | [form ]
Granular Powder | [pka]
3.72±0.10(Predicted) | [color ]
White | [Optical Rotation]
[α]20/D -29.5±1.5°, c = 1% in DMF | [Detection Methods]
HPLC,NMR | [BRN ]
4300266 | [InChI]
InChI=1S/C20H21NO4S/c1-26-11-10-18(19(22)23)21-20(24)25-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,21,24)(H,22,23)/t18-/m0/s1 | [InChIKey]
BUBGAUHBELNDEW-SFHVURJKSA-N | [SMILES]
C(O)(=O)[C@H](CCSC)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O | [CAS DataBase Reference]
71989-28-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HS Code ]
29309099 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
N-Fmoc-L-methionine is an N-Fmoc-protected form of L-Methionine (M260440). L-Methionine is an essential amino acid that is obtained from our diet. L-Methionine can be found in grain legumes (such as lentils), and poultry. L-Methionine’s main function is to act as the primary “Start” sequence on mRNA so that the ribosomes can start translating the mRNA into proteins. | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis | [Synthesis]
Synthesis of Fmoc-L-methionine: 6 mmol of L-methionine and 6.3 mmol of 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu) were dissolved in 20 mL of N,N-dimethylformamide (DMF). Subsequently, 6.3 mmol of sodium bicarbonate (NaHCO3) was added to the reaction mixture to neutralize the acid produced during the reaction and to remove the solvent and residual amines. The reaction mixture was stirred at 50 °C overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified to afford the target compound Fmoc-L-methionine in 78% yield. | [References]
[1] Patent: CN105622471, 2016, A. Location in patent: Paragraph 0019; 0020
[2] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 2980 - 2983 |
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