(2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}pentanedioic acid

• ChemBase编号: 154297
• 分子式: C12H19N3O6
• 平均质量: 301.29576
• 单一同位素质量: 301.12738534
• SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C12H19N3O6/c13-6-9(16)15-5-1-2-8(15)11(19)14-7(12(20)21)3-4-10(17)18/h7-8H,1-6,13H2,(H,14,19)(H,17,18)(H,20,21)/t7-,8-/m0/s1
• InChIKey: JJGBXTYGTKWGAT-YUMQZZPRSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}pentanedioic acid
• IUPAC传统名: (2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}pentanedioic acid
• 别名: GPE; Glycyl-prolyl-glutamic acid; Gly-Pro-Glu

登记号

• CAS号: 32302-76-4
• MDL号: MFCD00144405
• PubChem SID: 162248436
• PubChem CID: 3080768

理论计算性质

• Acid pKa: 3.200515
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -6.1395454
• LogD (pH = 7.4): -7.8883157
• Log P: -4.9178658
• 摩尔折射率: 69.0777 cm^3
• 极化性: 27.338968 Å^3
• 极化表面积: 150.03 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >5 mg/mL
• 外观: white powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C12H19N3O6

详细说明

Sigma Aldrich - G3923

Biochem/physiol Actions
Gly-Pro-Glu is a neuroprotective compound and the N-terminal tripeptide of IGF-1. Gly-Pro-Glu is neuroprotective after central administration in animal models of neurodegenerative processes, such as Huntington’s, Parkinson’s, Alzheimer’s diseases, and varies acute brain injury animal models. The neuroprotective activity is not related to its affinity to glutamate receptor. Findings indicate that GPE mimics insulin-like growth factor I effects on the somatostatin system through a mechanism independent of β-amyloid clearance that involves modulation of calcium and glycogen synthase kinase 3β signaling.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G3923.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.