79640-72-5

Basic information

• Product Name: H-Glu(OMe)-OtBu
• Synonyms: (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate;L-Glutamic acid, 1-(1,1-dimethylethyl) 5-methyl ester
• CAS NO: 79640-72-5
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.26216
• Mol File: 79640-72-5.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: H-Glu(OMe)-OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: H-Glu(OMe)-OtBu(79640-72-5)
• EPA Substance Registry System: H-Glu(OMe)-OtBu(79640-72-5)

Safety Data

• Hazardous Substances Data: 79640-72-5(Hazardous Substances Data)

Usage

General Description

H-Glu(OMe)-OtBu is a chemical compound with the molecular formula C12H23NO6. It consists of a glutamic acid derivative with a methoxy (OMe) group attached to the alpha carbon and a tert-butyl (OtBu) group protecting the carboxyl group. H-Glu(OMe)-OtBu is commonly used as a building block in peptide synthesis and as a protective group in organic synthesis. It is also used in the pharmaceutical and biotechnology industries for the production of various compounds and drugs. H-Glu(OMe)-OtBu is known for its stability and compatibility with a wide range of reaction conditions, making it a valuable tool in chemical and pharmaceutical research.

Upstream product

• 1499-55-4 L-glutamic acid 5-methyl ester 
• 115-11-7 isobutene 
• 212121-62-5 1-tert-butyl 5-methyl (S)-2-((diphenylmethylene)amino)pentanedioate 
• 4124-76-9 N-(benzyloxycarbonyl)-L-glutamic acid anhydride 
• 81470-51-1 tert-butyl N-benzyloxycarbonyl-L-pyroglutamate 
• 32159-21-0 Cbz-L-pGlu-OH 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 226900-42-1 1-(tert-butyl) 5-methyl 2-[(diphenylmethylene)amino]pentanedioate 
• 84793-07-7 Fmoc-Glu-OtBu 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 367275-86-3 1,1-dimethylethyl 5-methyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamate 
• 540-88-5 acetic acid tert-butyl ester 
• 3077-51-8 γ-methyl L-glutamate hydrochloride 

Downstream Products

• 130761-69-2 1-tert-butyl-N²-(3,5-dinitrobenzoyl)-L-glutamic acid 5-methyl ester 
• 79640-70-3 (S)-5-(tert-butoxy)-4-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxopentanoic acid 
• 23815-18-1 Z-Glut>-OBu^t 
• 133042-47-4 tri-tert-butyl <4-<<(2-amino-3-cyanopyrazin-5-yl)methyl>amino>benzoyl>-γ-L-glutamyl-L-glutamate 
• 133042-43-0 tri-tert-butyl N-(4-nitrobenzoyl)-γ-L-glutamyl-L-glutamate 
• 88050-24-2 tri-tert-butyl N-(4-aminobenzoyl)-γ-L-glutamyl-L-glutamate 
• 133042-42-9 α-tert-butyl N-(4-nitrobenzoyl)-L-glutamate 
• 149838-33-5 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tetra-tert-butyl ester 
• 149838-34-6 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, tri-tert-butyl ester 
• 149838-35-7 3-phenoxymethyl>-5-(((tert-butoxycarbonyl)amino)methyl)furan, di-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 
• 24277-39-2 N-tert-butoxycarbonyl glutamic acid tert-butyl ester 
• 118545-56-5 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-(4-nitrophenyl)-(2S)-pentanoate 
• 118545-52-1 t-butyl 2-tritylamino-4-carbomethoxy-5-hydroxy-5-phenyl-(2S)-pentanoate 

Relevant articles and documents

Efficient Synthesis of a Family of Bifunctional Chelators Based on the PCTA[12] Macrocycle Suitable for Bioconjugation

PCTA[12] is a 12-membered tetraaza-macrocyclic ligand that incorporates a pyridine unit within the macrocyclic ring and three acetate pendant arms. Unlike DOTA and NOTA chelators, PCTA is a recent entry to the field of macrocyclic polyaminocarboxylate ligands available to complex a variety of M2+/M3+ ions for biomedical applications such as diagnostic and radiotherapeutic. Despite the promising properties of its chelates, only a few of bifunctional chelating agents (BFCAs) derived from PCTA have been described so far. Based on our very recent methodology for the preparation of PCTA[12] itself, we report here the efficient synthesis of several BFCAs derived from PCTA bearing a free reactive function group, mainly devoted to conjugation purposes: ester, carboxylic acid, alcohol, aliphatic amine, aromatic amine, maleimide, bromo or azide functions. These functions were introduced either on the 4-position of the pyridine ring or on the methylene carbon atom of the central acetate chelating arm, while keeping the three carboxylate groups available for metal chelation. Moreover, two of these BFCAs-PCTA were used for conjugation with a tetrapeptide (cholecystokinin analogue), a bioactive molecule (biotin), or a solid support (silica gel).

Synthesis and evaluation of acyl protein thioesterase 1 (APT1) inhibitors

Lipid-modified proteins play decisive roles in important biological processes such as signal transduction, organisation of the cytoskeleton and vesicular transport. Lipidation of these proteins is essential for correct biological function. Among the modifications with lipids, prenylation and myristoylation are well understood. However, the machinery of palmitoylation is still under investigation. Recently, an enzyme, acyl protein thioesterase 1 (APT1), that may play a regulatory role in the palmitoylation cycle of HRas and G-protein a subunits, was purified. Motivated by this work, several inhibitors of APT1 were designed, synthesized and biologically evaluated leading to highly active compounds.

Tight binding ligand approach to oligosaccharide-grafted protein

A novel type of artificial glycoprotein was developed, by using dihydrofolate reductase (DHFR) and methotrexate (MTX) as a protein-ligand pair. Various oligosaccharides linked to MTX were shown to bind tightly with DHFR and afforded oligosaccharide-grafted protein, which could be isolated easily by lectin beads.