CAS 4526-77-6

Cyclo(alanylglycine)

Description:

Cyclo(alanylglycine), with the CAS number 4526-77-6, is a cyclic dipeptide composed of the amino acids alanine and glycine. This compound features a unique cyclic structure that contributes to its stability and potential biological activity. Cyclo(alanylglycine) is characterized by its ability to form hydrogen bonds due to the presence of amino and carboxyl functional groups, which can influence its solubility and interaction with other molecules. The cyclic nature of this dipeptide may enhance its resistance to enzymatic degradation compared to linear peptides, making it of interest in pharmaceutical and biochemical research. Additionally, it may exhibit specific conformational properties that can affect its biological function, such as acting as a neurotransmitter or modulating receptor activity. The study of cyclo(alanylglycine) and similar cyclic peptides is significant in understanding their roles in biological systems and their potential therapeutic applications.

Formula: C₅H₈N₂O₂

InChI: InChI=1S/C5H8N2O2/c1-3-5(9)6-2-4(8)7-3/h3H,2H2,1H3,(H,6,9)(H,7,8)/t3-/m0/s1

InChI key: InChIKey=ICCHEGCKVBMSTF-VKHMYHEASA-N

SMILES: C[C@H]1C(=O)NCC(=O)N1

Synonyms:

• (3S)-3-Methyl-2,5-piperazinedione
• (3S)-3-methylpiperazine-2,5-dione
• 2,5-Piperazinedione 3-methyl-, (3S)-
• 2,5-Piperazinedione, 3-Methyl-
• 2,5-Piperazinedione, 3-methyl-, (S)-
• 2,5-Piperazinedione, 3-methyl-, <span class="text-smallcaps">L</span>-
• Alanine, cyclic anhydride with glycine
• Cyclo(-Ala-Gly)
• Cyclo(<span class="text-smallcaps">L</span>-alanylglycyl)
• Cyclo(Gly-<span class="text-smallcaps">L</span>-Ala)
• Cyclo(Gly-Ala)
• Cyclo(alanylglycine)
• Cyclo(glycylalanine)
• N-Glycylalanine, cyclic anhydride
• Cyclo(L-alanylglycyl)

Cyclo(-Ala-Gly)

CAS: 4526-77-6

Diketopiperazine and monoalkyldiketopiperazines such as cyclo-(Ala-Gly) and cyclo-(Gly-Leu) underwent a stereocontrolled transannular rearrangement (after activation by N-acylation or N-Bocylation) yielding 4-hydroxy-3-pyrrolin-2-ones.

Formula: C₅H₈N₂O₂

Purity: > 99%

Color and Shape: White Powder

Molecular weight: 128.13

Ref: 01-4002623

CYCLO(-ALA-GLY)

CAS: 4526-77-6

Formula: C₅H₈N₂O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 128.1292

Ref: IN-DA00DAXM

(S)-3-Methylpiperazine-2,5-Dione

CAS: 4526-77-6

(S)-3-Methylpiperazine-2,5-Dione

Purity: 98+%

Molecular weight: 128.13g/mol

Ref: 54-OR1027377

Cyclo(Ala-Gly)

CAS: 4526-77-6

Cyclo(Ala-Gly) is a natural cyclic dipeptide from the endophytic fungus Aspergillus fumigatus, with low toxicity (LC50 > 100 μg/mL) to Artemia salina.

Formula: C₅H₈N₂O₂

Purity: 99.93%

Color and Shape: Solid

Molecular weight: 128.13

Ref: TM-T13629

Cyclo(L-Ala-L-Gly)

CAS: 4526-77-6

Cyclo(L-Ala-L-Gly) is a synthetic peptide that has been shown to stabilize biomolecules. It was found to be a competitive inhibitor of the enzyme phospholipase A2 and has been used in protein engineering. Cyclo(L-Ala-L-Gly) has also been shown to inhibit the formation of n-oxides from H2O2 by binding with it.

Formula: C₅H₈N₂O₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 128.13 g/mol

Ref: 3D-FC49420

Cyclo(L-Ala-L-Gly)

CAS: 4526-77-6

Formula: C₅H₈N₂O₂

Purity: 98%

Molecular weight: 128.131

Ref: 10-F493179

Cyclo(L-Ala-L-Gly)

Controlled Product

CAS: 4526-77-6

Applications Cyclo(L-Ala-L-Gly) is able to cause gelation in a wide variety of organic fluids, including edible oils, glyceryl esters, alcohols, and aromatic molecules.
References Murphy, K., et al.: J. Mol. Biol., 222, 699 (1991); Hanabusa, K., et al.: J. Colloid Interface Sci., 224, 231 (2000)

Formula: C₅H₈N₂O₂

Color and Shape: Neat

Molecular weight: 128.13

Ref: TR-C989770