227205-81-4

Basic information

• Product Name: L-GLUTAMIC ACID, BIS PHENYLMETHYL ESTER, 4-METHYL BENZENESULFONATE HOMOPOLYMER
• Synonyms: L-GLUTAMIC ACID, BIS PHENYLMETHYL ESTER, 4-METHYL BENZENESULFONATE HOMOPOLYMER
• CAS NO: 227205-81-4
• Molecular Formula: C26H29NO7S
• Molecular Weight: 499.57596
• Mol File: 227205-81-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 453.5°Cat760mmHg
• Flash Point: 165.6°C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: L-GLUTAMIC ACID, BIS PHENYLMETHYL ESTER, 4-METHYL BENZENESULFONATE HOMOPOLYMER(CAS DataBase Reference)
• NIST Chemistry Reference: L-GLUTAMIC ACID, BIS PHENYLMETHYL ESTER, 4-METHYL BENZENESULFONATE HOMOPOLYMER(227205-81-4)
• EPA Substance Registry System: L-GLUTAMIC ACID, BIS PHENYLMETHYL ESTER, 4-METHYL BENZENESULFONATE HOMOPOLYMER(227205-81-4)

Safety Data

• Hazardous Substances Data: 227205-81-4(Hazardous Substances Data)

Usage

General Description

L-Glutamic acid is an amino acid that plays a crucial role in protein synthesis and serves as a neurotransmitter in the brain. Bis phenylmethyl ester is a compound made from binding two molecules of phenylmethyl ester together, often used in the manufacturing of plastics. 4-Methyl benzenesulfonate homopolymer is a polymer derived from 4-methyl benzenesulfonate, commonly utilized in the production of adhesives and coatings. Together, these chemicals have a range of industrial applications, from enhancing neurological function to contributing to the physical properties of various materials.

Upstream product

• 56-86-0 L-glutamic acid 
• 100-51-6 benzyl alcohol 
• 6893-26-1 D-Glutamic acid 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 122389-55-3 Z-pGlu-Glu(OBzl)-OBzl 
• 89092-61-5 N-tertbutyloxycarbonyl dipeptide of benzyl glutamate 
• 121445-54-3 Boc-Glu(OBzl)3-OBzl 

Relevant articles and documents

p-Toluenesulfonyl Chloride Catalysed Facile Synthesis of O-benzyl-l-amino Acids and Their In Vitro Evaluation

Protection and subsequent deprotection of amino acid functional groups play a key role in regioselective peptide synthesis. For protection, carboxylic acid functional groups are often benzylated using p-toluenesulfonic acid catalysed Fischer-Speier esterification reaction. Such reaction involves in situ water formation, which requires subsequent separation by azeotropic distillation for forward shift of equilibrium. To eliminate the need of this corresponding step requiring additional set-up, current study investigated p-toluenesulfonyl chloride as a reasonable alternative catalyst for facile benzylation of selected mono- and di- carboxylic amino acids. Literature reports that p-toluenesulfonyl chloride not only has a better shelf life but also demonstrates better safety in case of accidental systemic absorption over p-toluenesulfonic acid. As the O-benzyl-l-amino acids are often retained without deprotection to constitute the pharmaceutical peptide systems, synthesized compounds were investigated for their biocompatibility using in vitro cytotoxicity assays.

CONJUGATES OF WATER SOLUBLE POLYMER-AMINO ACID OLIGOPEPTIDE-DRUG, PREPARATION METHOD AND USE THEREOF

A conjugate of water soluble polymer-amino acid oligopeptide-drug of Formula (I) below and a pharmaceutical composition comprising the conjugate are provided. In the conjugate, P is a water soluble polymer; X is a linking group, wherein the linking group links P and A1; each of A1, A2 and A3 is independently same or different amino acid residue or amino acid analogue residue; each of D1 and D2 is independently same or different drug molecule residue; a is 0 or 1; b is an integer of 2-12; c is an integer of 0-7; d is 0 or 1. The conjugate could improve drug load capacity, water solubility, stability and activity of the drug.

Synthesis of NO-NSAID dendritic prodrugs via Passerini reaction:new approach to the design of dendrimer-drug conjugates

We report the synthesis of a novel class of dendritic prodrugs via Passerini reaction in one pot. Such dendrimers feature a simultaneous attachment of a conventional non-steroidal anti-inflammatory drug (NSAID) (such as ibuprofen and aspirin) and a nitric oxide (NO)-releasing moiety (such as an organic nitrate) onto their surface, and are therefore regarded as new drug delivery systems for NO-releasing NSAIDs (NO-NSAIDs).