(2S)-6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid

• ChemBase ID: 103071
• Molecular Formular: C11H22N2O4
• Molecular Mass: 246.30338
• Monoisotopic Mass: 246.15795719
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCN)C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H22N2O4/c1-11(2,3)17-10(16)13-8(9(14)15)6-4-5-7-12/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1
• InChIKey: DQUHYEDEGRNAFO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-[(tert-butoxycarbonyl)amino]hexanoic acid
• Synonyms: Nα-(tert-Butoxycarbonyl)-L-lysine; Nα-Boc-L-lysine; Boc-Lys-OH; N2-[(1,1-Dimethylethoxy)carbonyl]- L-lysine; N2-Carboxy-L-lysine N2-tert-Butyl Ester; (S)-6-Amino-2-(tert-butoxycarbonylamino)hexanoic Acid; N-α-(tert-Butoxycarbonyl)-L-lysine; N2-tert-Butoxycarbonyl-L-lysine; NSC 343721; α-N-tert-Butoxycarbonyl-L-lysine; α-tert-Butoxycarbonyl-L-lysine; N-Boc-L-lysine; N_α-(tert-Butoxycarbonyl)-L-lysine; Boc-Lys-OH; N-α-t-BOC-L-LYSINE; N(Alpha)-Boc-L-Lysine; (2S)-6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid; Nα-(叔丁氧羰基)-L-赖氨酸; Nα-Boc-L-赖氨酸

Database IDs

• CAS Number: 13734-28-6
• EC Number: 237-303-4
• MDL Number: MFCD00038203
• Beilstein Number: 4252546
• PubChem SID: 24849453; 162089809; 24862098
• PubChem CID: 2733284

CALCULATED PROPERTIES

• Acid pKa: 3.8931606
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4898592
• LogD (pH = 7.4): -1.4818155
• Log P: -1.4815985
• Molar Refractivity: 62.6825 cm^3
• Polarizability: 24.995522 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: ~205 °C (dec.)(lit.); >200°C (dec.)
• Optical Rotation: [α]20/D +22°, c = 2 in methanol; [α]20/D +4.6±0.5°, c = 2% in H2O
• Hydrophobicity(logP): -1.398

Safety Information

• Storage Condition: 0°C, Protect from light; Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (NT); 95%; 95+%; 99%
• Linear Formula: NH2(CH2)4CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 359688

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 15456

Packaging
5, 25 g in poly bottle

Toronto Research Chemicals - B656900

N-Boc-L-lysine is a protected analogue of a major amino acid participating in the binding of AcH to proteins. N-Boc-L-lysine as well as other t-butoxycarbonyl (Boc) amino acids can be converted to their respective amino acids via cleavage of the urethane

REFERENCES

• Tuma, D.J. et al.: Alc. Clin. Exp. Res., 11, 579 (1987)
• Ohshiro, T. et al.: Appl. Microbiol. Biotechnol., 48, 546 (1987)