205524-46-5

Usage

Uses

Used in Pharmaceutical Development:
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER is used as a building block for the synthesis of novel compounds in drug discovery. Its role is crucial for creating new pharmaceuticals that can address various health conditions due to its unique structural properties and reactivity.
Used in Research Applications:
In the field of biological research, D-PYROGLUTAMIC ACID TERT-BUTYL ESTER is used as a research tool to study biological systems. Its protective tert-butyl ester group allows for controlled reactions and modifications, facilitating the exploration of its interactions with biological molecules and its potential effects on cellular processes.
Used in Chemical Synthesis:
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER is used as an intermediate in chemical synthesis processes across different industries. Its stability and solubility, conferred by the tert-butyl ester group, make it an ideal candidate for creating complex organic molecules that can be used in a variety of applications, from pharmaceuticals to specialty chemicals.

InChI:InChI=1/C9H15NO3/c1-9(2,3)13-8(12)6-4-5-7(11)10-6/h6H,4-5H2,1-3H3,(H,10,11)/t6-/m1/s1

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 4042-36-8 D-pyrrolidone-5-carboxylic acid 

Downstream Products

• 1510832-36-6 C₂₁H₂₃ClF₄N₆O₂ 
• 1510832-43-5 C₂₅H₃₃ClF₄N₆O₃ 
• 66183-73-1 (R)-1-(4-fluorobenzyl)-5-oxopyrrolidine-2-carboxylic acid 
• 77999-29-2 (R)-1-((S)-3-Acetylsulfanyl-2-methyl-propionyl)-5-oxo-pyrrolidine-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

The cyclized compound, and, cyclic compound solution containing a light-emitting method

PROBLEM TO BE SOLVED: To provide a method of producing a cyclized compound, and a method of causing a solution containing the cyclized compound to emit light.SOLUTION: A method of producing a cyclized compound represented by the chemical formula (II) comprises bringing an acid into contact with a compound represented by the general formula (I). (In the formula, R, Rand Rare each independently H or a substituent that becomes H upon the contact with the acid, and Ris OH or a substituent that becomes OH upon the contact with the acid.)

Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties

Five new firefly luciferin (1) analogues were synthesized and their light emission properties were examined. Modifications of the thiazoline moiety in 1 were employed to produce analogues containing acyclic amino acid side chains (2–4) and heterocyclic rings derived from amino acids (5 and 6) linked to the benzothiazole moiety. Although methyl esters of all of the synthetic derivatives exhibited chemiluminescence activity, only carboluciferin (6), possessing a pyrroline-substituted benzothiazole structure, had bioluminescence (BL) activity (λmax=547 nm). Results of bioluminescence studies with AMP-carboluciferin (AMP=adenosine monophosphate) and AMP-firefly luciferin showed that the nature of the thiazoline mimicking moiety affected the adenylation step of the luciferin–luciferase reaction required for production of potent BL. In addition, BL of 6 in living mice differed from that of 1 in that its luminescence decay rate was slower.