5891-45-2

Basic information

• Product Name: Z-GLU-OTBU
• Synonyms: Z-L-GLUTAMIC ACID ALPHA-T-BUTYL ESTER;Z-GLU-OTBU;Z-GLUTAMIC ACID-OTBU;Z-GLUTAMIC ACID TERT-BUTYL ESTER;N-ALPHA-CARBOBENZOXY-L-GLUTAMIC ACID ALPHA-T-BUTYL ESTER;Z-L-glutamic acid α-tert.butyl ester;N-CBZ-L-glutamicacidbenzylesterR-t-butylester;N-S-CBZ-L-GLUTAMIC ACID S-BENZYL ESTER R-TERT-BUTYL ESTER
• CAS NO: 5891-45-2
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.37
• EINECS: 2017-001-1
• Product Categories: Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 5891-45-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 81.0 to 85.0 °C
• Boiling Point: 522.6 °C at 760 mmHg
• Flash Point: 269.9 °C
• Appearance: /Solid
• Density: 1.197 g/cm³
• Vapor Pressure: 9.49E-12mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: 2-8°C
• PKA: 4.48±0.10(Predicted)
• CAS DataBase Reference: Z-GLU-OTBU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLU-OTBU(5891-45-2)
• EPA Substance Registry System: Z-GLU-OTBU(5891-45-2)

Safety Data

• Hazardous Substances Data: 5891-45-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

A protected glutamic acid for use in peptide synthesis.

InChI:InChI=1/C17H23NO6/c1-17(2,3)24-15(21)13(9-10-14(19)20)18-16(22)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,19,20)/t13-/m0/s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 35418-16-7 L-t-butyl pyroglutamate 
• 540-88-5 acetic acid tert-butyl ester 
• 81470-51-1 tert-butyl N-benzyloxycarbonyl-L-pyroglutamate 
• 1155-62-0 2-Benzyloxycarbonylamino-pentanedioic acid 
• 125134-29-4 (R)-5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 
• 100-51-6 benzyl alcohol 
• 4124-76-9 N-(benzyloxycarbonyl)-L-glutamic acid anhydride 
• 32159-21-0 Cbz-L-pGlu-OH 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 1006729-24-3 (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-(2-trimethylsilanyl-ethyl) ester 
• 203919-89-5 (S)-5-Oxo-4-[2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-oxazolidine-3-carboxylic acid benzyl ester 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 4652-65-7 (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester 

Downstream Products

• 97261-93-3 N-(N-benzyloxycarbonyl-L-γ-glutamyl)-glycine 
• 103673-94-5 N-(N-Benzyloxycarbonyl-L-γ-glutamyl-1-tert.-butylester)-glycin-tert.-butylester 
• 32719-56-5 tri-tert-butyl N--L-glutamate 
• 135912-91-3 (S)-2-Benzyloxycarbonylamino-4-(2-hydroxy-hexylcarbamoyl)-butyric acid tert-butyl ester 
• 141334-69-2 (S)-2-Benzyloxycarbonylamino-4-(2-hydroxy-octylcarbamoyl)-butyric acid tert-butyl ester 
• 91921-47-0 N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester 
• 149838-34-6 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tri-tert-butyl ester 
• 89873-36-9 4-(N-(4,5,7-tricarboxyheptanoyl-γ-L-glutamyl-γ-L-glutamyl)-p-(β-aminoethyl)phenoxymethyl)-2-(aminomethyl)furan 
• 117559-50-9 penta-tert-butyl N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate 
• 117559-47-4 hexa-tert-butyl N--L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate 
• 117559-52-1 tri-tert-butyl N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-L-glutamate 
• 117559-40-7 penta-tert-butyl N-benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate 
• 117559-49-6 tetra-tert-butyl N-prop-2-ynylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate 
• 117559-46-3 penta-tert-butyl N--L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-glutamate 

Relevant articles and documents

ACE-INHIBITORS HAVING ANTIOXIDANT AND NO-DONOR ACTIVITY

Multifonctional ACE inhibitor compounds are provided, that combine ACE-inhibiting activity with capability to scavenge superoxide and other reactive oxygen species, and that may further function as nitric oxide donors. The compounds are useful for preventing or treating various disorders, including cardiovascular, and diabetes associated disorders.

N-Me-pAB-Glu-γ-Glu-γ-Tyr(3-NO2): An internally quenched fluorogenic γ-glutamyl hydrolase substrate

A γ-glutamyl tripeptide containing an internally quenched fluorophore has been synthesized and shown to be a substrate for recombinant rat γ-glutamyl hydrolase. HPLC, LC-MS, and fluorescence spectra support the conclusion that selective hydrolysis occurs

Synthesis and Siderophore Activity of Albomycin-like Peptides Derived from N5-Acetyl-N5-hydroxy-L-ornithine

N5-Acetyl-N5-hydroxy-L-ornithine (1), the key constituent of several microbial siderophores, has been synthesized in 23percent yield overall from N-Cbz-L-glutamic acid 1-tert-butyl ester (6) derived from L-glutamic acid.Reduction of 6 to 7 and treatment with N-(trichloroethoxy)carbonyl>-O-benzylhydroxylamine (8), and diethyl azodicarboxylate and triphenylphosphine followed by deprotection produced the protected N5-acetyl-N5-hydroxy-L-ornithine derivatives 11 and 12 in large quantities (10-20 g).Following α-amino and α-carboxyl deprotections of 11 and 12, EEDQ mediated peptide coupling and final deprotection provided amino acid 1 and six albomycin-like peptides (20, 23, 25, 28, 35, and 36).The growth-promoting ability of each was evaluated with the siderophore biosynthesis mutant Shigella flexneri SA240 (SA 100 iucD:Tn5).These results indicate that substantial modification of the framework of peptide-based siderophores can be tolerated by microbial iron-transport systems.