(2S)-2-(2-aminoacetamido)-4-methylpentanoic acid

• ChemBase ID: 132313
• Molecular Formular: C8H16N2O3
• Molecular Mass: 188.22424
• Monoisotopic Mass: 188.11609238
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)CN
• Canonical SMILES: NCC(=O)N[C@H](C(=O)O)CC(C)C
• InChI: InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1
• InChIKey: DKEXFJVMVGETOO-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-aminoacetamido)-4-methylpentanoic acid
• IUPAC Traditional name: glycyl-L-leucine
• Synonyms: Gly-Leu; Glycyl-L-leucine; Gly-Leu; Gly-Leu; Glycyl-L-leucine; N-Glycyl-L-leucine; 甘氨酰-L-亮氨酸; 甘氨酰-L-亮氨酸

Database IDs

• CAS Number: 869-19-2
• EC Number: 212-785-9
• MDL Number: MFCD00008127
• Beilstein Number: 1726294
• PubChem SID: 24895081; 162226590
• PubChem CID: 92843

CALCULATED PROPERTIES

• Acid pKa: 3.893318
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.6977277
• LogD (pH = 7.4): -2.756546
• Log P: -2.693757
• Molar Refractivity: 46.9744 cm^3
• Polarizability: 18.775614 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 233-235 °C(lit.); 236-238°C
• Optical Rotation: [α]22/D -34.5°, c = 2 in H2O

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... SLC15A1(6564)

Product Information

• Purity: 97%; 99%
• Linear Formula: NH2CH2CONHCH(COOH)CH2CH(CH3)2

DETAILS

Toronto Research Chemicals - G750000

Substrate for the assay of glycyl-L-leucine dipeptidase.

REFERENCES

• Smith, E.L., et al.: Meth. Enzymol., 2, 93 (1955)