Cyclo(-L-Leu-L-Phe)

CAS: 7280-77-5

Ref. 3D-FC49434

Product Information

• Name: Cyclo(-L-Leu-L-Phe)
• Synonyms: Cyclo(-Leu-Phe), (3S,6S)-3-(2-Methylpropyl)-6-(phenylmethyl)-2,5-piperazinedione, (3S,6S)-3-Benzyl-6-isobutylpiperazine-2,5-dione, 2,5-Piperazinedione, 3-(2-Methylpropyl)-6-(Phenylmethyl)-, 2,5-Piperazinedione, 3-(2-methylpropyl)-6-(phenylmethyl)-, (3S,6S)-, 2,5-Piperazinedione, 3-(2-methylpropyl)-6-(phenylmethyl)-, (3S-cis)-, 2,5-Piperazinedione, 3-benzyl-6-isobutyl-, (3S,6S)-, 3-Benzyl-6-isobutyl-2,5-dioxopiperazine, 3-Benzyl-6-isobutylpiperazine-2,5-dione, <span class="text-smallcaps">L</smallcap>-Phenylalanyl-<smallcap>L</span>-leucine diketopiperazine, Cyclo(<span class="text-smallcaps">L</smallcap>-Leu-<smallcap>L</span>-Phe), Cyclo(<span class="text-smallcaps">L</smallcap>-Phe-<smallcap>L</span>-Leu), Cyclo(<span class="text-smallcaps">L</smallcap>-leucyl-<smallcap>L</span>-phenylalanyl), Cyclo(Leucyl-Phenylalanyl), Cyclo-<span class="text-smallcaps">L</smallcap>-leucyl-<smallcap>L</span>-phenylalanine
• CAS: 7280-77-5

Description

Cyclo(-L-Leu-L-Phe) is a nonribosomal peptide that inhibits bacterial growth. It is synthesized from the amino acids L-leucine, L-phenylalanine, and L-tyrosine. The antibacterial activity of this compound was tested in fibroblast cells and human lung tissue. Cyclo(-L-Leu-L-Phe) showed no cytotoxicity in these cell lines at concentrations up to 10 µg/mL. Cyclo(-L-Leu-L-Phe) also has antimicrobial activity against Streptomyces lividans and other bacteria. Cyclo(-L-Leu-L-Phe) can be detected by high performance liquid chromatography (HPLC).

• Brand: Biosynth

Chemical properties

• Molecular weight: 260.33 g/mol
• Formula: C₁₅H₂₀N₂O₂
• Purity: Min. 95%
• Color/Form: White Powder
• InChI: InChI=1S/C15H20N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,16,19)(H,17,18)/t12-,13-/m0/s1
• InChI key: InChIKey=QPDMOMIYLJMOQJ-STQMWFEESA-N
• SMILES: CC(C)C[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O