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Chemical structure of IGF-I (1-3)

GA23099

IGF-I (1-3)

Also known as (2S)-2-[[(2S)-1-(2-aminoacetyl)pyrrolidine-2-carbonyl]amino]pentanedioic acid

This N-terminal tripeptide of IGF-I facilitated the in vitro release of acetylcholine with a several hundredfold higher potency (10?¹? - 10?? M) than intact IGF-I (4 · 10?? M), whereas truncated IGF-I lacking the tripeptide GPE, did not show any significant effect· This raises the possibility that GPE may be the active site of IGF-I· - Although the precise mode of action of GPE is still unknown, another study suggests that local administration of GPE is neuroprotective after brain HI injury via glial cells· In addition, systemic administration of GPE showed a more widespread neuroprotective effect· Therefore, GPE may represent a complementary pathway for central and systemic IGF-1's antiapoptotic effects

ChemicalCAS32302-76-4MW301.3FormulaC12H19N3O6
CAS number
32302-76-4
Molecular weight
301.3
Formula
C12H19N3O6
Solubility
DMSO : 66·67 mg/mL (221·27 mM; ultrasonic and adjust pH to 2 with 1M HCl)
InChIKey
JJGBXTYGTKWGAT-YUMQZZPRSA-N
Catalogue number
GA23099
Brand
GLPBIO
Computed properties PubChem CID 3080768 · XLogP -5.1 · TPSA 150 Ų · H-bond donors 4
XLogP
-5.1
TPSA
150 Ų
H-bond donors
4
H-bond acceptors
7
Rotatable bonds
7
Heavy atoms
21

SMILES C1C[C@H](N(C1)C(=O)CN)C(=O)N[C@@H](CCC(=O)O)C(=O)O

Computed descriptors from PubChem (CID 3080768), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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