| Identification | More | [Name]
FMOC-GAMMA-ABU-OH | [CAS]
116821-47-7 | [Synonyms]
FMOC-GABA
FMOC-GABA-OH
Fmoc-Gamma-OH
FMOC-4-ABU-OH
FMOC-ABU(4)-OH
FMOC-GAMMA-ABU-OH
RARECHEM EM WB 0021
FMOC-NH-(CH2)3-COOH
FMOC-GAMMA-ABU-OH 1 G
FMOC-4-AMINOBUTANOIC ACID
FMOC-4-AMINO-BUTYRIC ACID
FMOC-L-4-AMINOBUTYRIC ACID
4-(FMOC-AMINO)BUTYRIC ACID
N-Fmoc-4-aminobutyric Acid
N-Fmoc-g-aminobutyric Acid
Fmoc-γ-Abu-OH Novabiochem
FMOC-GAMMA-ABU-OH USP/EP/BP
FMOC-4-AMINO-N-BUTYRIC ACID
N-γ-Fmoc-γ-aminobutyricacid
FMOC-GAMMA-AMINOBUTYRIC ACID
Fmoc-γ-Abu-OH / Fmoc-4-Abu-OH
4-(Fmoc-amino)butyricacid,95%
N-FMOC-DL-4-AMINO-BUTYRIC ACID
4-(FMOC-AMINO)BUTYRIC ACID 97+%
Fmoc--aminobutyric acid (Fmoc-GABA)
N-GAMMA-FMOC-GAMMA-AMINOBUTYRIC ACID
Fmoc-γ-aminobutyric acid≥ 99% (HPLC)
FMoc-4-Abu-OH(FMoc-4-aMinobutyric acid)
4-(Fmoc-amino)butyric acid, Fmoc-GABA
N-(9-FLUORENYLMETHOXYCARBONYL)-4-AMINOBUTYRIC ACID
4-(9H-fluoren-9-ylmethoxycarbonylamino)butanoicaci
N-(9-FLUORENYLMETHOXYCARBONYL)-GAMMA-AMINOBUTANOIC ACID
N-(9-FLUORENYLMETHYLOXYCARBONYL)-GAMMA-AMINOBUTYRIC ACID
4-(((9H-Fluoren-9-yl)methoxy)carbonylamino)butanoic acid
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-aminobutyric Acid
4-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]butanoic acid
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-aminobutyricAcid>
Butanoic acid,4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-
N-alpha-(9-Fluorenylmethyloxycarbonyl)-gamma-aminobutyricacid
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GAMMA-AMINOBUTYRIC ACID
N-(9-Fluorenylmethyloxycarbonyl)-gamma-aminobutyric acid, Fmoc-4-Abu-OH | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C19H19NO4 | [MDL Number]
MFCD00144889 | [Molecular Weight]
325.36 | [MOL File]
116821-47-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
172.0 to 176.0 °C | [Boiling point ]
571.9±33.0 °C(Predicted) | [density ]
1.256±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [form ]
Powder | [pka]
4.68±0.10(Predicted) | [color ]
White | [Water Solubility ]
Slightly soluble in water. | [BRN ]
7491485 | [InChI]
InChI=1S/C19H19NO4/c21-18(22)10-5-11-20-19(23)24-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17H,5,10-12H2,(H,20,23)(H,21,22) | [InChIKey]
ACUIFAAXWDLLTR-UHFFFAOYSA-N | [SMILES]
C(O)(=O)CCCNC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O | [CAS DataBase Reference]
116821-47-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29242990 |
| Hazard Information | Back Directory | [Description]
Fmoc-4-aminobutanoic acid can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applications. Fmoc-4-aminobutanoic acid is an alkane chian with terminal Fmoc-protected amine and carboxylic acid groups. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. | [Chemical Properties]
White powder | [Uses]
4-(Fmoc-amino)butyric acid is used in agrochemical, pharmaceutical and dyestuff field. | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis | [Synthesis]
At room temperature, γ-aminobutyric acid (2.00 g, 19.4 mmol) was dissolved in 14 mL of 10% NaHCO3 aqueous solution. Subsequently, a solution of 9-fluorenylmethyl-N-succinimidyl carbonate (4 g, 11.7 mmol) in acetonitrile (40 mL) was slowly added dropwise over a period of 2 hours. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 1 hour. After completion of the reaction, the acetonitrile was removed by distillation under reduced pressure. The aqueous phase was acidified to pH 1 with 10% HCl, at which time a white precipitate was produced. The precipitate was washed sequentially with two portions of 20 mL of water and 20 mL of ethyl acetate, and then dried under reduced pressure to give 4-(fluorenylmethoxycarbonylamino)butanoic acid (Fmoc-GABA) as a white solid in 73% (2.8 g) yield. The structure of the product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, DMSO-d6, 400 MHz), nuclear magnetic resonance carbon spectroscopy (13C NMR, DMSO-d6, 100 MHz) and mass spectrometry (ESI+).1H NMR (DMSO-d6, 400 MHz): δ 7.89 (d, 2H, J = 7.4 Hz), 7.44 (d, 2H, J = 7.2 Hz), 7.42 (t, 2H, J = 7.5 Hz), 7.35 (s, 1H), 7.33 (t, 2H, J = 7.0 Hz), 4.30 (d, 2H, J = 7 Hz), 4.21 (t, 1H, J = 6.7 Hz), 3.01 (q, 2H, J = 5.6 Hz), 2.20 (t, 2H, J = 7.3 Hz ), 1.63 (q, 2H, J = 7.1 Hz); 13C NMR (DMSO-d6, 100 MHz): δ 142.6, 139.4, 137.4, 128.9, 127.2, 124.2, 121.3, 120.0, 109.6, 77.5, 61.8, 51.1, 31.6; MS (ESI+): m/ z (intensity), 325.8 ([M + H]+, 100%). | [References]
[1] Chemical Biology and Drug Design, 2015, vol. 86, # 4, p. 837 - 848
[2] Patent: WO2018/144880, 2018, A1. Location in patent: Paragraph 64-65 |
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