13171-93-2

Basic information

• Product Name: Z-GLY-GLY-PHE-OH
• Synonyms: Z-GLYCYL-GLYCYL-L-PHENYLALANINE;Z-GLY-GLY-PHE-OH;N-cbz-gly-gly-phe;N-carbobenzyloxy-Gly-Gly-Phe
• CAS NO: 13171-93-2
• Molecular Formula: C₂₁H₂₃N₃O₆
• Molecular Weight: 413.42
• Mol File: 13171-93-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 771.2 °C at 760 mmHg
• Flash Point: 420.2 °C
• Appearance: /
• Density: 1.301 g/cm³
• Vapor Pressure: 5.08E-25mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: -15°C
• PKA: 3.50±0.10(Predicted)
• CAS DataBase Reference: Z-GLY-GLY-PHE-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLY-GLY-PHE-OH(13171-93-2)
• EPA Substance Registry System: Z-GLY-GLY-PHE-OH(13171-93-2)

Safety Data

• Hazardous Substances Data: 13171-93-2(Hazardous Substances Data)

Usage

General Description

Z-GLY-GLY-PHE-OH is a peptide composed of four amino acids: glycine (GLY), phenylalanine (PHE), and a carboxylic acid group (OH) at the C-terminus. The peptide is modified with a Z-group at the N-terminus, which is used to protect the amino group and prevent unwanted reactions during peptide synthesis. Z-GLY-GLY-PHE-OH is commonly used in research and pharmaceutical development as a model compound to study peptide synthesis, structure-activity relationships, and enzyme kinetics. Additionally, it has been investigated for its potential therapeutic applications in the fields of drug delivery, protease inhibition, and peptide-based drugs. As a small peptide, Z-GLY-GLY-PHE-OH is soluble in water and can be readily modified with different functional groups to enhance its biological activity and pharmacokinetic properties.

InChI:InChI=1/C21H23N3O6/c25-18(12-23-21(29)30-14-16-9-5-2-6-10-16)22-13-19(26)24-17(20(27)28)11-15-7-3-1-4-8-15/h1-10,17H,11-14H2,(H,22,25)(H,23,29)(H,24,26)(H,27,28)

Upstream product

• 15027-03-9 Z-Gly-Gly-L-Phe-OMe 
• 501-53-1 benzyl chloroformate 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 13437-63-3 methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate 
• 2566-19-0 CbzGlyGly 
• 32943-08-1 Cbz-Gly-Gly-OSucc 
• 63-91-2 L-phenylalanine 
• 10466-61-2 (2S)-amino-4-methylpentanamide hydrochloride 
• 252846-38-1 Z-Gly-Gly-L-Phe-OCam 
• 169676-30-6 Z-Gly-Gly-L-Phe-OCH₂CF₃ 
• 2899-60-7 Cbz-Gly-ONSuc 

Downstream Products

• 6233-98-3 N-benzyloxycarbonyl-glycylglycyl-L-phenylalanine pentachlorophenyl ester 
• 252846-38-1 Z-Gly-Gly-L-Phe-OCam 
• 68835-85-8 N-benzyloxycarbonyl-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester 
• 69983-47-7 N-Cbz-Gly-Gly-Phe-Leu-OH 
• 68709-94-4 glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester 
• 60254-83-3 [des-tyr¹]-leucine enkephalin 
• 77426-95-0 Z-Gly-Gly-Phe-Leu-O-t-butyl 
• 75720-16-0 1-O-(N-acetylglycylglycyl-L-phenylalanyl)-β-D-glucopyranose 
• 75720-13-7 1-O-(glycylglycyl-L-phenylalanyl)-β-D-glucopyranose 
• 75719-93-6 2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonylglycylglycyl-D-phenylalanyl)-β-D-glucopyranose 
• 75719-90-3 2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonylglycylglycyl-L,D-phenylalanyl)-α-D-glucopyranose 
• 75719-90-3 2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonylglycylglycyl-L,D-phenylalanyl)-β-D-glucopyranose 
• 75720-14-8 1-O-(glycylglycyl-L-phenylalanyl)-β-D-glucopyranose trifluoroacetate 
• 75720-14-8 1-O-(glycylglycyl-L-phenylalanyl)-α-D-glucopyranose trifluoroacetate 

Relevant articles and documents

Quickly released antibody drug conjugate

The invention discloses an antibody drug conjugate or a pharmaceutically acceptable salt thereof. The brand-new quickly released antibody drug conjugate is used for treating tumors or other diseases,and the antibody drug conjugate is particularly suitable for a situation that a drug molecular structure contains hydroxyl groups, and has high stability and good water solubility in internal circulation.

α-chymotrypsin-catalysed segment condensations via the kinetically controlled approach using carbamoylmethyl esters as acyl donors in organic media

The superiority of the carbamoylmethyl ester as an acyl donor for the α-chymotrypsin-catalysed segment condensations via the kinetically controlled approach is demonstrated in several model systems carried out in organic media with low water content. Furthermore, this approach is successfully applied to the construction of the Leu-enkephalin sequence via a 4 + 1 segment coupling.

Superiority of the carbamoylmethyl ester as an acyl donor for the protease-catalyzed kinetically controlled peptide synthesis in organic media: Application to segment condensations

The superiority of the carbamoylmethyl ester as an acyl donor for the α-chymotrypsin-catalyzed kinetically controlled peptide synthesis was demonstrated in several segment condensations carried out in organic media with low water content. Then this approach was successfully applied to the construction of the Leuenkephalin sequence via the 4 + 1 segment condensation.