Z-Gly-Gly-Phe-OH

Name: Z-Gly-Gly-Phe-OH
Brand: ChemScene
Availability: InStock
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CAS No. 13171-93-2
Cat. No. CS-0134047
Purity≥98%
MDL No.MFCD00055796

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 13171-93-2

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Description

Z-Gly-Gly-Phe-OH features a tripeptide scaffold with a benzyloxycarbonyl (Z) group at the N-terminus, enabling selective protection during peptide synthesis. The glycine residues provide conformational flexibility, while the phenylalanine side chain offers hydrophobic character. This sequence serves as a model substrate for protease studies and a key intermediate in the synthesis of bioactive peptides under standard bench conditions.

Application

Z-Gly-Gly-Phe-OH serves as a well-established tripeptide building block for the synthesis of biologically relevant peptide scaffolds. The Z (benzyloxycarbonyl) group provides reliable N-terminal protection, enabling orthogonal handling in standard peptide coupling protocols. Its sequence supports efficient solid-phase and solution-phase synthesis, with excellent bench stability and straightforward purification. This tripeptide functions as a key intermediate in the construction of protease substrates and peptidomimetic libraries.

General Information

CAS No. 13171-93-2
Cat. No. CS-0134047
Purity ≥98%
MDL No. MFCD00055796
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₃N₃O₆
Molecular Weight 413.42
Synonym(s) None
SMILES O=C(O)[C@H](CC1=CC=CC=C1)NC(CNC(CNC(OCC2=CC=CC=C2)=O)=O)=O

Computational Chemistry Data

TPSA 133.83
LogP 0.8411
H_Acceptors 5
H_Donors 4
Rotatable_Bonds 10

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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Z-Gly-Gly-Phe-OH

CAS No. 13171-93-2

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