(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-methylpentanoic acid

• ChemBase ID: 109044
• Molecular Formular: C12H24N2O3
• Molecular Mass: 244.33056
• Monoisotopic Mass: 244.17869264
• SMILES: CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)O
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)O)CC(C)C)N)C
• InChI: InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)/t9-,10-/m0/s1
• InChIKey: LCPYQJIKPJDLLB-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-methylpentanoic acid
• IUPAC Traditional name: leucyl-leucine
• Synonyms: L-LEUCYL-L-LEUCINE; Leu-Leu

Database IDs

• CAS Number: 3303-31-9
• EC Number: 221-976-6
• MDL Number: MFCD00065185
• PubChem SID: 162094653; 24896323
• PubChem CID: 76807

CALCULATED PROPERTIES

• Acid pKa: 4.1105795
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.8806917
• LogD (pH = 7.4): -0.90237457
• Log P: -0.8719565
• Molar Refractivity: 65.1419 cm^3
• Polarizability: 26.099276 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C12H24N2O3

DETAILS

MP Biomedicals - 05209621

MP Biomedicals Rare Chemical collection

Sigma Aldrich - L2752

Amino Acid Sequence
Leu-Leu
Biochem/physiol Actions
Leucylleucine (Leu-Leu) may be used to study the functionality of dileucine motifs such as the motif responsible for internalization and targeting of vesicular acetylcholine transporter and clathrin adaptors AP-1 and AP-2.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L2752.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.