6234-01-1

Basic information

• Product Name: L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride
• Synonyms: L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER ALPHA-METHYL ESTER HYDROCHLORIDE;L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER ALPHA-METHYL ESTER HYDROCHLORIDE SALT;L-GLUTAMIC ACID GAMMA-T-BUTYL ALPHA-METHYL ESTER HYDROCHLORIDE;L-GLUTAMIC ACID 5-TERT-BUTYL 1-METHYL ESTER HYDROCHLORIDE;GLUTAMIC ACID(OTBU)-OME HCL;H-GLU(OTBU)-OME HCL;H-GLU(OTBU)-OME HYDROCHLORIDE;H-GLU(OBUT)-OME HCL
• CAS NO: 6234-01-1
• Molecular Formula: C₁₀H₁₉NO₄*ClH
• Molecular Weight: 253.72
• EINECS: 228-348-0
• Product Categories: Glutamic acid [Glu, E];Amino Acids and Derivatives;Amino Acid Derivatives;Glutamic Acid;Peptide Synthesis
• Mol File: 6234-01-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 128 °C
• Boiling Point: 304.5 °C at 760 mmHg
• Flash Point: 137.9 °C
• Appearance: /Solid
• Vapor Pressure: 0.000651mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water
• BRN: 3572140
• CAS DataBase Reference: L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride(6234-01-1)
• EPA Substance Registry System: L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride(6234-01-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 4-7-28-35-44
• WGK Germany: 3
• Hazardous Substances Data: 6234-01-1(Hazardous Substances Data)

Usage

Description

L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride is a derivative of L-glutamic acid, an essential amino acid, with a tert-butyl group at the 5-position and a methyl ester at the 1-position. The hydrochloride salt form of this compound enhances its solubility and stability. It is a key building block in peptide chemistry, known for its ability to form stable and dynamic peptides.

Uses

Used in Peptide Chemistry:
L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride is used as a versatile building block in peptide chemistry for the synthesis of a series of dynamic peptides. These peptides have potential applications in various fields, including drug development, diagnostics, and therapeutics.
Used in Biomimetic Carbohydrate Receptors:
L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride is used as a key component in the development of biomimetic carbohydrate receptors. These receptors can selectively bind to specific carbohydrates, mimicking the recognition and binding properties of natural carbohydrate-binding proteins. This application is particularly useful in the fields of molecular recognition, diagnostics, and therapeutics, where selective binding is crucial for the development of effective treatments and diagnostic tools.

InChI:InChI=1/C10H19NO4.ClH/c1-10(2,3)15-8(12)6-5-7(11)9(13)14-4;/h7H,5-6,11H2,1-4H3;1H/t7-;/m0./s1

Upstream product

• 13726-84-6 Boc-Glu(OtBu)-OH 
• 18635-51-3 5-(tert-butyl) 1-methyl (tert-butoxycarbonyl)-L-glutamate 

Downstream Products

• 38155-01-0 Z-Lys(Boc)-Glu(OtBu)-OMe 
• 35793-59-0 tert-butyl methyl (S,S)-2-(4-((tert-butyl)oxycarbonyl)-2-((phenylmethoxy)carbonylamino) butanoylamino)pentane-1,5-dioate 
• 35793-61-4 (S)-2-((R)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester 
• 79640-68-9 α-methyl γ-tert-butyl N-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-glutamate 
• 95485-10-2 (S)-2-{4-[(4-Amino-2-formimidoylamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester 
• 95485-11-3 (S)-2-{4-[(2-Amino-4-formimidoylamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester 
• 95485-03-3 α-methyl γ-tert-butyl N-(p-nitrobenzoyl)-L-glutamate 
• 112113-83-4 α-methyl γ-tert-butyl N-(o-nitrobenzoyl)-L-glutamate 
• 856865-57-1 N-(o-nitrobenzenesulfonyl)-L-glutamic acid γ-t-butyl ester methyl ester 
• 95485-08-8 α-methyl γ-tert-butyl N--L-glutamate 
• 95485-07-7 α-methyl γ-tert-butyl N-benzoyl>-L-glutamate 
• 95484-99-4 α-methyl γ-tert-butyl N-(4-amino-4-deoxy-N¹⁰-formylpteroyl)-L-glutamate 
• 140707-01-3 (2S)-N-benzyloxycarbonyl-N-methylglutamic acid α-methyl ester γ-t-butyl ester 
• 150857-81-1 1-methyl N-acetyl-L-glutamic acid 

Relevant articles and documents

Kinetic Selection in the Out-of-Equilibrium Autocatalytic Reaction Networks that Produce Macrocyclic Peptides

Autocatalytic reaction networks are instrumental for validating scenarios for the emergence of life on Earth and for synthesizing life de novo. Here, we demonstrate that dimeric thioesters of tripeptides with the general structure (Cys-Xxx-Gly-SEt)2 form strongly interconnected autocatalytic reaction networks that predominantly generate macrocyclic peptides up to 69 amino acids long. Some macrocycles of 6–12 amino acids were isolated from the product pool and were characterized by NMR spectroscopy and single-crystal X-ray analysis. We studied the autocatalytic formation of macrocycles in a flow reactor in the presence of acrylamide, whose conjugate addition to thiols served as a model “removal” reaction. These results indicate that even not template-assisted autocatalytic production combined with competing removal of molecular species in an open compartment could be a feasible route for selecting functional molecules during the pre-Darwinian stages of molecular evolution.