158778-21-3
Chemical Structure
Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu)
- CAS No.: 158778-21-3
- Formula:C32H49N6O10PS
- Molecular Weight:740.81
IUPAC Name: 4-(((3S,6S,12S,15S,20aS)-6-isobutyl-15-isopropyl-3-(2-(methylthio)ethyl)-1,4,7,10,13,16-hexaoxoicosahydropyrrolo[1,2-a][1,4,7,10,13,16]hexaazacyclooctadecin-12-yl)methyl)phenyl dihydrogen phosphate
InChIKey: SFWYJJJJFSNJTO-CPHHOOCTSA-N
SMILES: O=C1N2[C@](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CC3=CC=C(OP(=O)(O)O)C=C3)C(=O)N[C@H]1[C@H](C)C)(CCC2)[H]
Biological Activity: Cyclo (Gly-{Tyr (PO3H2)-Val-Pro-Met-Leu) is a binding peptide for the PI3K SH2 domain, as well as an inhibitory peptide for the mitogenic signal transduction-mediating domain. Cyclo (Gly-{Tyr (PO3H2)}-Val-Pro-Met-Leu) binds to the SH2 domain of the phosphorylated PI3K p85 subunit, and the spatial arrangement of its phosphotyrosine residue and methionine residue is associated with this interaction[1][2].
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Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu) | Cyclo (Gly-{Tyr (PO3H2)-Val-Pro-Met-Leu) is a binding peptide for the PI3K SH2 domain, as well as an inhibitory peptide for the mitogenic signal transduction-mediating domain. Cyclo (Gly-{Tyr (PO3H2)}-Val-Pro-Met-Leu) binds to the SH2 domain of the phosphorylated PI3K p85 subunit, and the spatial arrangement of its phosphotyrosine residue and methionine residue is associated with this interaction. | |||||||||||||||||||||
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- [1]. Barchi JJ, et al. Conformational analysis of cyclic hexapeptides designed as constrained ligands for the SH2 domain of the p85 subunit of phosphatidylinositol-3-OH kinase. Biopolymers. 1996 Feb;38(2):191-208. [Content Brief]
- [2]. Bakhtiar R, et al. Mass spectrometry of the proteome. Mol Pharmacol. 2001 Sep;60(3):405-15.
