(2S)-6-amino-2-acetamidohexanoic acid

• ChemBase ID: 134274
• Molecular Formular: C8H16N2O3
• Molecular Mass: 188.22424
• Monoisotopic Mass: 188.11609238
• SMILES: CC(=O)N[C@@H](CCCCN)C(=O)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)CCCCN
• InChI: InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
• InChIKey: VEYYWZRYIYDQJM-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-acetamidohexanoic acid
• IUPAC Traditional name: N-α-acetyllysine
• Synonyms: Nα-Acetyl-L-lysine; 6-Amino-L-2-acetamidohexanoic Acid; N2-Acetyl-L-lysine; N2-Acetyllysine; N-Acetyl-L-lysine; Nα-Acetyllysine; Nα-Acetyl-L-Lysine; Nα-乙酰基-L-赖氨酸

Database IDs

• CAS Number: 1946-82-3
• EC Number: 217-747-5
• MDL Number: MFCD00008233
• PubChem SID: 24890614; 162228551
• PubChem CID: 92907

CALCULATED PROPERTIES

• Acid pKa: 3.8943996
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.1631346
• LogD (pH = 7.4): -3.1550663
• Log P: -3.1548498
• Molar Refractivity: 47.2533 cm^3
• Polarizability: 18.775614 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 256-258 °C (dec.)(lit.)
• Optical Rotation: [α]22/D +5.7°, c = 1 in H2O

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Linear Formula: H2N(CH2)4CH(NHCOCH3)CO2H

DETAILS

Sigma Aldrich - A2010

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A2010.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A185540

Nα-Acetyl-L-Lysine is an antibacterial lysine analogue that targets lysine riboswitches. Nα-Acetyl-L-Lysine is used in the metabolomic characterization of ovarian epithelial carcinomas which allows for better therapeutic management of patients. The presen

REFERENCES

• Gerlo, E. et al.: Anal. Chim. Acta, 571, 191 (2006)
• Ben Sellem, D. et al.: J. Oncol., 174019, 9 (2006)
• Blount, K.F. et al.: Nat. Chem. Biol., 3, 44 (2006)