Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

SMB00934

Sigma-Aldrich

Cyclo(-Phe-Pro)

≥95% (HPLC)

Synonym(s):

Cyclo(-Phe-Pro), Cyclo(L-Phe-L-Pro), Cyclo-L-phenylalanyl-L-proline

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H16N2O2
CAS Number:
3705-26-8
Molecular Weight:
244.29
UNSPSC Code:
12352200

Quality Level

200

assay

≥95% (HPLC)

form

solid

color

off-white

storage temp.

2-8°C

InChI

1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12-/m0/s1

InChI key

QZBUWPVZSXDWSB-RYUDHWBXSA-N

General description

Cyclo(Phe-Pro) is a secondary metabolite produced by human pathogen Vibrio vulnificus and some other bacteria including Lactobacillus species that exhibit potent antifungal activates. Also, cyclo(Phe-Pro) displays cytotoxic activity against HCT-116 cells. Cyclo(Phe-Pro) function as a quorum sensing agent in Vibrio vulnificus.

Application

Metabolomics research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Can Chen et al.
Frontiers in microbiology, 9, 1587-1587 (2018-08-04)
A new bacterial strain, designated 452T, was isolated from the rhizosphere soil of the mangrove Avicennia marina in China. As determined, its cell wall peptidoglycan contained LL-diaminopimelic acid; MK-9(H8) and MK-9(H6) were the major isoprenoid quinones; and iso-C16:0 (31.3%), anteiso-C15:0
Katrin Ström et al.
Applied and environmental microbiology, 68(9), 4322-4327 (2002-08-30)
We have isolated a Lactobacillus plantarum strain (MiLAB 393) from grass silage that produces broad-spectrum antifungal compounds, active against food- and feed-borne filamentous fungi and yeasts in a dual-culture agar plate assay. Fusarium sporotrichioides and Aspergillus fumigatus were the most
Wooseong Lee et al.
Nature communications, 9(1), 1606-1606 (2018-04-25)
The recognition of pathogen-derived ligands by pattern recognition receptors activates the innate immune response, but the potential interaction of quorum-sensing (QS) signaling molecules with host anti-viral defenses remains largely unknown. Here we show that the Vibrio vulnificus QS molecule cyclo(Phe-Pro)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service