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.
For research use only. We do not sell to patients.
- CAS No.: 158778-21-3
- Formula: C32H49N6O10PS
- Molecular Weight:740.81
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu) (compound 2) exists as a mixture of cis and trans isomers in methanol/water solution, with the trans isomer predominant in 75% methanol/water, and phosphorylation of the tyrosine residue does not significantly alter the peptide's overall solution conformation, with the trans isomer positioning the pTyr and Met side chains 16-18 Å apart and the cis isomer positioning them 7-14 Å apart[1].
Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu) binds strongly to the PI-3 kinase SH2 domain, but with lower potency than its linear phosphorylated counterpart[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 158778-21-3
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Molecular Weight 740.81
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Formula C32H49N6O10PS
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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]
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Sequence
Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu)
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Sequence Shortening
Cyclo(G-{Tyr(PO3H2)}-VPML)
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[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.
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu) Related Classifications
HY-187155 Related Classifications
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Keywords
- Cyclo(Gly-{Tyr(PO3H2)}-Val-Pro-Met-Leu)
- 158778-21-3
- PI3K
- PI-3 kinase SH2 domain
- mitogenic signal transduction-mediating domains
- tyrosine residue
- p85 subunit
- methionine residues
- linear phosphorylated peptide
- phosphatidylinositol-3-OH kinase
- phosphotyrosyl residues
- cis-trans conformational isomer
- src homology 2 domain
- Inhibitor
- inhibitor
- inhibit