Prolyl-glutamine
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Prolyl-glutamine

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Prolyl-Glutamine is a dipeptide composed of proline and glutamine.

Category
Others
Catalog number
BAT-002542
CAS number
18668-08-1
Molecular Formula
C10H17N3O4
Molecular Weight
243.26
Prolyl-glutamine
IUPAC Name
(2S)-5-amino-5-oxo-2-[[(2S)-pyrrolidine-2-carbonyl]amino]pentanoic acid
Synonyms
L-Prolyl-L-glutamine; Pro-Gln
Appearance
White to off-white powder
Purity
≥ 98%
Density
1.303±0.06 g/cm3 (Predicted)
Melting Point
200-220 °C
Boiling Point
654.7±55.0°C (Predicted)
Sequence
H-Pro-Gln-OH
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H17N3O4/c11-8(14)4-3-7(10(16)17)13-9(15)6-2-1-5-12-6/h6-7,12H,1-5H2,(H2,11,14)(H,13,15)(H,16,17)/t6-,7-/m0/s1
InChI Key
SHAQGFGGJSLLHE-BQBZGAKWSA-N
Canonical SMILES
C1CC(NC1)C(=O)NC(CCC(=O)N)C(=O)O
1. A Novel iron-chelating derivative of the neuroprotective peptide NAPVSIPQ shows superior antioxidant and antineurodegenerative capabilities
Dan Blat, Lev Weiner, Moussa B H Youdim, Mati Fridkin J Med Chem. 2008 Jan 10;51(1):126-34. doi: 10.1021/jm070800l. Epub 2007 Dec 14.
Affecting an estimated 5% of adults over 65 years of age, Parkinson's disease and Alzheimer's disease are the most common neurodegenerative disorders. Accumulating evidence suggests that oxidative stress induced by the breakdown of iron homeostasis is a major contributor to the neuronal loss observed in neurodegeneration. Thus, brain-permeable iron chelators may present potential therapeutic benefits. In the present study, iron-chelating hydroxamate groups were introduced into the NAP (NAPVSIPQ) peptide, whose neuroprotective qualities have been widely demonstrated. Our experiments revealed that the novel dihydroxamate peptide 3 is capable of inhibiting iron-catalyzed hydroxyl radical formation and lipid peroxidation, abilities that are not part of the repertoire of its parent peptide. In addition, peptide 3 was superior to native NAP in protecting human neuroblastoma cell cultures against the toxicity of hydrogen peroxide. These results suggest that NAP-based iron chelators deserve further investigation in the search for drug candidates for neurodegeneration.
2. An integrated microbiome and metabolomic analysis identifies immunoenhancing features of Ganoderma lucidum spores oil in mice
Xu Wu, Jiliang Cao, Mingxing Li, Peifen Yao, Hongyi Li, Wendong Xu, Cheng Yuan, Juyan Liu, Shengpeng Wang, Peng Li, Yitao Wang Pharmacol Res. 2020 Aug;158:104937. doi: 10.1016/j.phrs.2020.104937. Epub 2020 May 26.
Ganoderma lucidum (Leyss. ex Fr.) Karst. is a valuable dietary supplement used worldwide for promoting health as well as a medicinal fungus for handling fatigue, immunological disorders, and cancer. Previous studies have revealed the immunoenhancing effect of G. lucidum and the polysaccharide extract, with potential involvement of gut microbiome. The oil of G. lucidum spores (GLSO)is one of the well-known G. lucidum-related products. However, there is little evidence supporting the immune promotion activity and the underlying mechanisms. The present study aims to investigate the immunoenhancing effect of GLSO in mice. GLSO enhanced macrophage phagocytosis and NK cell cytotoxicity of mice. Further microbiome and metabolomics studies showed that GLSO induced structural rearrangement of gut microbiota, mediating alterations in a wide range of metabolites. By clustering, multivariate and correlation analysis, the immunoenhancing effect of GLSO was found to be highly correlated with elevated abundance of several bacterial genera (Lactobacillus, Turicibacter and Romboutsia) and species (Lactobacillus_intestinalis and Lactobacillus_reuteri), and decreased level of Staphylococcus and Helicobacter, which resulted in the regulation of a range of key metabolites such as dopamine, prolyl-glutamine, pentahomomethionine, leucyl-glutamine, l-threonine, stearoylcarnitine, dolichyl β-d-glucosyl phosphate, etc. These results provide new insights into the understanding of the modulatory effect of GLSO on immune system.
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