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N-6-Trifluoroacetyl-L-lysine
1. Basic Information
Name: N-6-Trifluoroacetyl-L-lysine
Alias: Nε-Trifluoroacetyl-L-lysine
CAS No.: 10009-20-8
Molecular Formula: C8H13F3N2O3
Molecular Weight: 242.19
Category: Amino acid protected derivative, peptide synthesis intermediate, polypeptide raw material, biochemical research reagent
2. Physical and Chemical Properties
Physical Properties
- Appearance: White crystalline powder
- Odor: Odorless, slight amino acid sour taste
- Solubility: Soluble in water, methanol, dilute acetic acid; slightly soluble in ethanol; insoluble in acetone, ethyl acetate, alkanes
- Melting Point: 242–246 ℃ (decomposes)
- Density (predicted): 1.34 g/cm3
- Hygroscopy: Slightly hygroscopic under high humidity
- Aqueous property: Amphoteric amino acid, stable pH range 4–7; trifluoroacetyl protecting group hydrolyzes under strong alkali heating
Chemical Properties
- Molecular structure: L-lysine backbone, ε-amino group protected by trifluoroacetyl group, retains α-amino and α-carboxyl groups for peptide condensation
- Protecting group characteristic: Trifluoroacetyl group is acid-stable, selectively removed under mild alkaline conditions without destroying peptide bonds
- Chiral stability: Single chiral center, no racemization under conventional peptide synthesis temperature
- Thermal stability: Stable below 80 ℃; heating above 120 ℃ triggers partial deprotection and degradation
- Photostability: Moderate light resistance, long-term strong light slightly increases related impurities
- Compatibility: Compatible with common peptide synthesis solvents; incompatible with concentrated strong alkali, strong oxidants
3. Main Application Fields
1. Solid/Liquid Phase Peptide Synthesis Intermediate (Core Application)
Selectively protected lysine monomer, used to synthesize polypeptide drugs, immunogenic peptide fragments
2. Biochemical Research Standard Reagent
Reference substance for amino acid sequence analysis, lysine modification research
3. Synthetic Polypeptide API Raw Material
Building block for immune regulatory peptides, antibacterial peptide intermediates
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 10009-20-8 |
| Molecular Formula | C8H13F3N2O3 |
| Appearance | Uniform white crystal without yellow discoloration |
| HPLC Purity | Peptide Synthesis Grade ≥99.0% |
| Optical Rotation [α]D20 | +8.0 ~ +12.0 (c=2, H2O) |
| Water Content (KF) | ≤0.80% |
| Residue on Ignition | ≤0.10% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤5 ppm |
| Packaging | Nitrogen-filled amber light-proof aluminum foil vacuum bag, 25kg PE lined fiber drum |
| Storage Condition | Hermetically sealed cool dry warehouse 2–25 ℃, light shielding, isolate humid air and alkaline chemicals |
| Transportation Requirement | Slightly hygroscopic protected amino acid powder, moisture-proof sealed packaging |
| Shelf Life | 24 months under nitrogen vacuum sealed storage |
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