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Chemical structure of Fmoc-Tyr(malonyl-di-OtBu)-OH

GA21826

Fmoc-Tyr(malonyl-di-OtBu)-OH

Also known as (2S)-3-[4-[1,3-bis[(2-methylpropan-2-yl)oxy]-1,3-dioxopropan-2-yl]oxyphenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid

The phosphotyrosine-mimicking amino acid Fmoc-Tyr(malonyl-di-OtBu)-OH can be used as a building block for the synthesis of cell-permeable protein tyrosine phosphatase (PTP) inhibitors· The effect of a malonyl-tyrosine containing peptide on PTP 1B catalyzed insulin receptor dephosphorylation has been examined and it was shown that this peptide inhibited PTP 1B 20 times more potently than the corresponding phosphotyrosine containing peptide

ChemicalCAS168135-77-1MW617.7FormulaC35H39NO9
CAS number
168135-77-1
Molecular weight
617.7
Formula
C35H39NO9
Solubility
Soluble in DMSO
InChIKey
MBSLNORFSWIPLG-NDEPHWFRSA-N
Catalogue number
GA21826
Brand
GLPBIO
Computed properties PubChem CID 11227348 · XLogP 6.6 · TPSA 137 Ų · H-bond donors 2
XLogP
6.6
TPSA
137 Ų
H-bond donors
2
H-bond acceptors
9
Rotatable bonds
15
Heavy atoms
45

SMILES CC(C)(C)OC(=O)C(C(=O)OC(C)(C)C)OC1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Computed descriptors from PubChem (CID 11227348), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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