Date published: 2025-12-29

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Cyclo(L-Phe-D-Pro)

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Datasheets

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Alternate Names:
Cyclo-L-phenylalanyl-D-proline
Molecular Weight:
244.29
Molecular Formula:
C14H16N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Cyclo(L-Phe-D-Pro) is a dipeptide compound that functions as a molecular scaffold in peptide chemistry. It may play a role in stabilizing the conformation of peptides and proteins, particularly in the design and synthesis of bioactive compounds. Cyclo(L-Phe-D-Pro) ′s mechanism of action involves influencing the spatial arrangement of amino acid residues, thereby affecting the structure and function of the peptide or protein. Cyclo(L-Phe-D-Pro) is utilized in applications to explore the impact of conformational constraints on the biological activity of peptides,. Cyclo(L-Phe-D-Pro) interacts with the peptide backbone, influencing its folding pattern and potentially altering its binding affinity or enzymatic activity. Cyclo(L-Phe-D-Pro)′s functional role in experimental applications lies in its ability to modulate the conformational flexibility of peptides, contributing to the study of structure-activity relationships in bioactive molecules.


Cyclo(L-Phe-D-Pro) References

  1. Antimicrobial and biofilm inhibiting diketopiperazines.  |  de Carvalho, MP. and Abraham, WR. 2012. Curr Med Chem. 19: 3564-77. PMID: 22709011
  2. D-lysergic acid activation and cell-free synthesis of D-lysergyl peptides in enzyme fractions from the ergot fungus Claviceps purpurea.  |  Keller, U., et al. 1988. Biochemistry. 27: 6164-70. PMID: 2847788
  3. Antibacterial Potential of Secondary Metabolites from Indonesian Marine Bacterial Symbionts.  |  Nofiani, R., et al. 2020. Int J Microbiol. 2020: 8898631. PMID: 32676116
  4. Potential energy calculations on phenylalanine rotamers in different boat forms of proline-containing cyclic dipeptides.  |  Mazza, F., et al. 1988. Int J Pept Protein Res. 31: 157-63. PMID: 3366549
  5. Cyclic Dipeptides: The Biological and Structural Landscape with Special Focus on the Anti-Cancer Proline-Based Scaffold.  |  Bojarska, J., et al. 2021. Biomolecules. 11: PMID: 34680148
  6. Antibacterial Activity of Two Metabolites Isolated From Endophytic Bacteria Bacillus velezensis Ea73 in Ageratina adenophora.  |  Ren, Z., et al. 2022. Front Microbiol. 13: 860009. PMID: 35602058
  7. Mining Small Molecules from Teredinibacter turnerae Strains Isolated from Philippine Teredinidae.  |  Villacorta, JB., et al. 2022. Metabolites. 12: PMID: 36422292
  8. Identification of a novel secreted metabolite cyclo(phenylalanyl-prolyl) from Batrachochytrium dendrobatidis and its effect on Galleria mellonella.  |  Starr, AM., et al. 2022. BMC Microbiol. 22: 293. PMID: 36482304
  9. Spiroquinazoline, a novel substance P inhibitor with a new carbon skeleton, isolated from Aspergillus flavipes.  |  Barrow, CJ. and Sun, HH. 1994. J Nat Prod. 57: 471-6. PMID: 7517439
  10. N‐Acyl‐diketopiperazines: II. Crystal structure and conformation of N‐(pyruvoyl)‐cyclo‐(L‐phenylalanyl‐D‐prolyl)  |  ANNACALCAGNI, MAZZA, F., POCHETTI, G., ROSSI, D., & LUCENTE, G. 1985. International Journal of Peptide and Protein Research. 26(2): 166-173.
  11. Effects of steric bulk and stereochemistry on the rates of diketopiperazine formation from N-aminoacyl-2, 2-dimethylthiazolidine-4-carboxamides (Dmt dipeptide amides)-a model for a new prodrug linker system.  |  Suaifan, G. A., Mahon, M. F., Arafat, T., & Threadgill, M. D. 2006. Tetrahedron. 62(48): 11245-11266.
  12. L-Proline-based-cyclic dipeptides from Pseudomonas sp.(ABS-36) inhibit pro-inflammatory cytokines and alleviate crystal-induced renal injury in mice  |  Ahil, S. B., Hira, K., Shaik, A. B., Pal, P. P., Kulkarni, O. P., Araya, H., & Fujimoto, Y. 2019. International Immunopharmacology. 73: 395-404.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyclo(L-Phe-D-Pro), 250 mg

sc-506240
250 mg
$326.00