CAS 3705-26-8|Cyclo(L-Phe-L-Pro)

Introduction：Basic information about CAS 3705-26-8|Cyclo(L-Phe-L-Pro), including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Cyclo(L-Phe-L-Pro) BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Cyclo(L-Phe-L-Pro)
CAS Number	3705-26-8	Molecular Weight	244.289
Density	1.3±0.1 g/cm3	Boiling Point	509.5±39.0 °C at 760 mmHg
Molecular Formula	C₁₄H₁₆N₂O₂	Melting Point	/
MSDS	/	Flash Point	262.0±27.1 °C

Names

Name	cyclo(-phe-pro)
Synonym	More Synonyms

Cyclo(L-Phe-L-Pro) BiologicalActivity

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	Research Areas >>CancerSignaling Pathways >>Immunology/Inflammation >>IFNARResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalResearch Areas >>Inflammation/Immunology
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.

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

Research Areas >>CancerSignaling Pathways >>Immunology/Inflammation >>IFNARResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalResearch Areas >>Inflammation/Immunology

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.

Chemical & Physical Properties

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
InChIKey	QZBUWPVZSXDWSB-RYUDHWBXSA-N
SMILES	O=C1NC(Cc2ccccc2)C(=O)N2CCCC12
Storage condition	-15°C

Safety Information

Hazard Codes	Xi

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

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