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3705-26-8

3705-26-8 structure
3705-26-8 structure
  • Name: Cyclo(L-Phe-L-Pro)
  • Chemical Name: cyclo(-phe-pro)
  • CAS Number: 3705-26-8
  • Molecular Formula: C14H16N2O2
  • Molecular Weight: 244.289
  • Catalog: Natural product Alkaloid
  • Create Date: 2018-10-04 08:07:26
  • Modify Date: 2024-01-12 19:48:30
  • Cyclo(L-Phe-L-Pro), isolated from Pseudomonas fluorescens and Pseudomonas alcaligenes cell-free culture supernatants is an antifungal cyclic dipeptide[1]. Cyclo(L-Phe-L-Pro) inhibits IFN-β production by interfering with retinoic-acid-inducible gene-I (RIG-I) activation[2]. Cyclo(L-Phe-L-Pro) exhibits free-radical scavenging activity with the IC50 of 24 µM in the DPPH assay[3].

Name cyclo(-phe-pro)
Synonyms CYCLO-L-PHENYLALANYL-L-PROLINE
(3S,8aS)-3-Benzylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3S-trans)-3-Benzylhexahydropyrrolo(1,2-a)pyrazine-1,4-dione
Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(phenylmethyl)-, (3S,8aS)-
Einecs 223-047-0
Description Cyclo(L-Phe-L-Pro), isolated from Pseudomonas fluorescens and Pseudomonas alcaligenes cell-free culture supernatants is an antifungal cyclic dipeptide[1]. Cyclo(L-Phe-L-Pro) inhibits IFN-β production by interfering with retinoic-acid-inducible gene-I (RIG-I) activation[2]. Cyclo(L-Phe-L-Pro) exhibits free-radical scavenging activity with the IC50 of 24 µM in the DPPH assay[3].
Related Catalog
References

[1]. Katrin Ström, et al. Lactobacillus plantarum MiLAB 393 Produces the Antifungal Cyclic Dipeptides Cyclo(L-Phe-L-Pro) and Cyclo(L-Phe-trans-4-OH-L-Pro) and 3-Phenyllactic Acid. Appl Environ Microbiol. 2002 Sep;68(9):4322-7.

[2]. Wooseong Lee, et al. Vibrio vulnificus quorum-sensing molecule cyclo(Phe-Pro) inhibits RIG-I-mediated antiviral innate immunity. Nat Commun. 2018 Apr 23;9(1):1606.

[3]. Keyong Ho Lee, et al. Radioprotective effect of cyclo(L-phenylalanyl-L-prolyl) on irradiated rat lung. J Microbiol Biotechnol. 2008 Feb;18(2):369-76.

Density 1.3±0.1 g/cm3
Boiling Point 509.5±39.0 °C at 760 mmHg
Molecular Formula C14H16N2O2
Molecular Weight 244.289
Flash Point 262.0±27.1 °C
Exact Mass 244.121185
PSA 49.41000
LogP -0.56
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.614
Storage condition -15°C
Hazard Codes Xi