CYCLO(-PHE-PRO)

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0339

CAS

3705-26-8

Product Name

CYCLO(-PHE-PRO)

Structure

Product Details

Description

cyclo(L-Phe-L-Pro) is a diketopiperazine formed by the fusion of phenylalanine and proline, and is a secondary metabolite of fungi and bacteria. It can activate N-acyl homoserine lactone (ahls), and can also activate or counteract other Lux-based quorum sensing systems.

Synonyms

Cyclo-L-phenylalanyl-L-proline

IUPAC Name

(3S,8aS)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Molecular Weight

244.29

Molecular Formula

C14H16N2O2

Canonical SMILES

C1CC2C(=O)NC(C(=O)N2C1)CC3=CC=CC=C3

InChI

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

InChIKey

QZBUWPVZSXDWSB-RYUDHWBXSA-N

Boiling Point

509.5°C at 760 mmHg

Melting Point

146-148°C

Purity

>98% by HPLC

Density

1.26 g/cm3

Solubility

Soluble in ethanol, methanol, DMF, DMSO

Appearance

White to Off-white Solid

Storage

Store at -20°C

Color

White to Off-White

EINECS

223-047-0

Form

Powder

pKa

13.21±0.40(Predicted)

Uses

Cyclo(L-prolyl-L-phenylalanyl) is a diketopiperazine derivative isolated from bacillus thuringiensis and bacillus endophyticus.

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