268221-76-7

Basic information

• Product Name: CYCLO(-ALA-GLN)
• Synonyms: CYCLO(-ALA-GLN);Cyclo(-Ala-Gln) ,98%;Cyclo(L-Ala-L-Gln);3-((2S,5S)-5-methyl-3,6-dioxopiperazin-2-yl)propanamide
• CAS NO: 268221-76-7
• Molecular Formula: C8H13N3O3
• Molecular Weight: 199.21
• Mol File: 268221-76-7.mol

Chemical Properties

• Boiling Point: 670.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 13.04±0.60(Predicted)
• CAS DataBase Reference: CYCLO(-ALA-GLN)(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLO(-ALA-GLN)(268221-76-7)
• EPA Substance Registry System: CYCLO(-ALA-GLN)(268221-76-7)

Safety Data

• Hazardous Substances Data: 268221-76-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
CYCLO(-ALA-GLN) is used as an active pharmaceutical ingredient for its anti-biofilm and anti-adherence properties against oral pathogens. It helps in the treatment and prevention of oral diseases by inhibiting the formation of biofilms and the adherence of harmful bacteria to the oral tissues.
Used in Dental Industry:
In the dental industry, CYCLO(-ALA-GLN) is used as an additive in mouthwashes and toothpastes to enhance their anti-biofilm and anti-adherence properties. This helps in maintaining oral hygiene and preventing the formation of dental plaque, which is the primary cause of tooth decay and gum diseases.
Used in Cosmetics Industry:
CYCLO(-ALA-GLN) is also used in the cosmetics industry as an ingredient in oral care products, such as mouthwashes and toothpastes, due to its anti-biofilm and anti-adherence properties. It helps in maintaining oral health and freshness, contributing to the overall well-being and attractiveness of an individual.
Used in Research and Development:
CYCLO(-ALA-GLN) is used as a research compound in the development of new drugs and therapies targeting oral pathogens and related diseases. Its unique cyclic structure and properties make it a promising candidate for further exploration and potential applications in the field of medicine and healthcare.

Upstream product

• 15761-38-3 L-N-Boc-Ala 
• 13726-85-7 Boc-Gln-OH 

Relevant articles and documents

Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens

Microorganisms embedded in a biofilm are significantly more resistant to antimicrobial agents and the defences of the human immune system, than their planktonic counterpart. Consequently, compounds that can inhibit biofilm formation are of great interest for novel therapeutics. In this study, a screening approach was used to identify novel cyclic dipeptides that have anti-biofilm activity against oral pathogens. Five new active compounds were identified that prevent biofilm formation by the cariogenic bacterium Streptococcus mutans and the pathogenic fungus Candida albicans. These compounds also inhibit the adherence of microorganisms to a hydroxylapatite surface. Further investigations were conducted on these compounds to establish the structure–activity relationship, and it was deduced that the common cleft pattern is required for these molecules to act effectively against biofilms.

Interfacial supramolecular biomimetic epoxidation catalysed by cyclic dipeptides

We synthesised a library of cis- and trans-cyclic dipeptides and evaluated their efficacy as catalysts in the asymmetric Weitz-Scheffer epoxidation of trans-chalcone. A thorough investigation relying on structure-activity studies and computational studies provided insights into the mechanism of the process. Our results revealed some structural features required for efficient conversion and for introduction of chirality into the product. The cyclic dipeptide acts as a catalyst by templating a supramolecular arrangement at the aqueous-organic interface required for efficient transformations to occur. Among all cyclic dipeptides investigated, cyclo(Leu-Leu) was the most efficient supramolecular catalyst.