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Chemical structure of Z-His-Phe-Phe-OEt

GA23837

Z-His-Phe-Phe-OEt

Also known as ethyl (2S)-2-[[(2S)-2-[[(2S)-3-(1H-imidazol-5-yl)-2-(phenylmethoxycarbonylamino)propanoyl]amino]-3-phenylpropanoyl]amino]-3-phenylpropanoate

zHFFe, a good substrate for pepsin·Hertel et al identified zHFFe as a potent inhibitor of zero-trans glucose flux with a Ki of 26 μM· Similar to HIV protease inhibitors, transport inhibition by this peptide was acute, non-competitive, and reversible· Within a Xenopus oocyte expression system, zHFFe acutely and reversibly inhibited GLUT4-mediated glucose uptake, whereas GLUT1 activity was unaffected at concentrations as high as 1 mM

ChemicalCAS13053-61-7MW611.7FormulaC34H37N5O6
CAS number
13053-61-7
Molecular weight
611.7
Formula
C34H37N5O6
Solubility
Soluble in DMSO
InChIKey
BACUIVJHGVZWKI-DTXPUJKBSA-N
Catalogue number
GA23837
Brand
GLPBIO
Computed properties PubChem CID 11238872 · XLogP 4.6 · TPSA 152 Ų · H-bond donors 4
XLogP
4.6
TPSA
152 Ų
H-bond donors
4
H-bond acceptors
7
Rotatable bonds
17
Heavy atoms
45

SMILES CCOC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC3=CN=CN3)NC(=O)OCC4=CC=CC=C4

Computed descriptors from PubChem (CID 11238872), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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