200625-96-3

Basic information

• Product Name: Z-D-GLN(TRT)-OH
• Synonyms: Z-N-DELTA-TRITYL-D-GLUTAMINE;Z-D-GLN(TRT)-OH;Z-D-GLUTAMINE(TRT)-OH;N-ALPHA-CBZ-GAMMA-TRITYL-D-GLUTAMINE;N-ALPHA-CBZ-GAMMA-TRITYL-L-D-GLUTAMINE;N-ALPHA-CARBOBENZOXY-N-GAMMA-TRITYL-D-GLUTAMINE;(R)-2-(benzyloxycarbonylamino)-5-oxo-5-(tritylamino)pentanoic acid;N2-[(Phenylmethoxy)carbonyl]-N-(triphenylmethyl)-D-glutamine
• CAS NO: 200625-96-3
• Molecular Formula: C32H30N2O5
• Molecular Weight: 522.59
• Mol File: 200625-96-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 792.6±60.0 °C(Predicted)
• Appearance: /
• Density: 1.237±0.06 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 3.82±0.10(Predicted)
• CAS DataBase Reference: Z-D-GLN(TRT)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-GLN(TRT)-OH(200625-96-3)
• EPA Substance Registry System: Z-D-GLN(TRT)-OH(200625-96-3)

Safety Data

• Hazardous Substances Data: 200625-96-3(Hazardous Substances Data)

Usage

General Description

Z-D-GLN(TRT)-OH is a chemical compound that consists of a Z-protected D-glutamine amino acid with a trityl (TRT) protecting group attached to the nitrogen atom and an alcohol functional group at the carboxylic acid terminus. Z-D-GLN(TRT)-OH is commonly used in peptide synthesis as a building block for creating peptide chains. The Z-protection helps to selectively protect the amine group, while the TRT group offers protection for the nitrogen atom, allowing for controlled reactions during peptide synthesis. The alcohol functional group at the carboxylic acid terminus can be further manipulated for the attachment of additional amino acids or peptide chains. Z-D-GLN(TRT)-OH is an important component in the production of custom peptides for biochemical and pharmaceutical research purposes.

Upstream product

• 76-84-6 triphenylmethyl alcohol 
• 2650-64-8 Cbz-L-Gln 
• 56-85-9 L-glutamine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 773823-07-7 (S)-tert-butyl 2-amino-5-oxo-5-(tritylamino)pentanoate 
• 686276-33-5 benzyl (S)-(1-(methoxy(methyl)amino)-1,5-dioxo-5-(tritylamino)pentan-2-yl)carbamate 

Relevant articles and documents

Efficient synthesis of (2S)-tert-butyl 2-(2-bromopropanamido)-5-oxo-5-(tritylamino)pentanoate as a precursor of PET radiotracer [18F]FPGLN

This study describes a convenient protocol for the synthesis of (2S)-tert-butyl 2-(2-bromopropanamido)-5-oxo-5-(tritylamino)pentanoate, which can serve as an appropriate precursor of (2S)-5-amino-2-(2-[18F]fluoropropanamido)-5-oxopentanoic acid

Total synthesis and stereochemical reassignment of tasiamide B

The first total synthesis of tasiamide B, an octapeptide bearing 4-amino-3-hydroxy-5-phenylpentanoic acid unit isolated from the marine cyanobacteria Symploca sp. is described. A simple and efficient way was found to avoid the pyroglutamylation of Nα-Me-Gln and led to a reassignment of the Nα-Me-L-Phe of tasiamide B to be N α-Me-D-Phe, which was also supported by 1D and 2D NMR. Copyright

Tripeptide aldehyde inhibitors of human rhinovirus 3C protease: Design, synthesis, biological evaluation, and cocrystal structure solution of P1 glutamine isosteric replacements

The investigation of tripeptide aldehydes as reversible covalent inhibitors of human rhinovirus (HRV) 3C protease (3CP) is reported. Molecular models based on the apo crystal structure of HRV-14 3CP and other trypsin- like serine proteases were constructe