Glycyl-L-histidyl-L-lysine

Name: Glycyl-L-histidyl-L-lysine
Brand: ChemScene
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CAS No. 49557-75-7
Cat. No. CS-0005654
Purity≥97%
MDL No.MFCD00036754

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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+

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General Information

CAS No. 49557-75-7
Cat. No. CS-0005654
Purity ≥97%
MDL No. MFCD00036754
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₄N₆O₄
Molecular Weight None
Synonym(s) GHK; Tripeptide-1
SMILES NCCCC[C@@H](C(O)=O)NC([C@H](CC1=CNC=N1)NC(CN)=O)=O

Description

Glycyl-L-histidyl-L-lysine is a tripeptide featuring a histidine imidazole ring and a lysine side chain, enabling metal chelation and pH-responsive behavior. This sequence integrates biocompatible amino acids with functional groups suitable for biomolecular recognition, peptide-based catalysts, and modular synthetic scaffolds in bioconjugation workflows.

Application

Glycyl-L-histidyl-L-lysine serves as a tripeptide building block with established utility in peptide synthesis and bioactive scaffold development. Its side-chain functionality—imidazole (His) and primary amine (Lys)—enables selective derivatization and metal coordination, facilitating applications in chelation chemistry and peptidomimetic design. The sequence exhibits robust bench stability and compatibility with standard coupling protocols, supporting efficient assembly in solid-phase and solution-phase workflows.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 176.22
LogP -1.9059
H_Acceptors 6
H_Donors 6
Rotatable_Bonds 11

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Lysine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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Glycyl-L-histidyl-L-lysine

CAS No. 49557-75-7

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