228579-90-6

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 5-hydroxy-, bis(1,1-dimethylethyl) ester, (2S)-
• CAS NO: 228579-90-6
• Molecular Formula: C14H25NO5
• Molecular Weight: 287.356
• Mol File: 228579-90-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 5-hydroxy-, bis(1,1-dimethylethyl) ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 5-hydroxy-, bis(1,1-dimethylethyl) ester, (2S)-(228579-90-6)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 5-hydroxy-, bis(1,1-dimethylethyl) ester, (2S)-(228579-90-6)

Safety Data

• Hazardous Substances Data: 228579-90-6(Hazardous Substances Data)

Upstream product

• 91229-91-3 tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate 

Downstream Products

• 361440-67-7 [1S-(1α,3β,5α)]-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid 1,1-dimethylethyl ester 
• 197142-36-2 (1S,3S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid 
• 291517-51-6 tert-butyl (2S,3'R)-trans-1-(tert-butyloxycarbonyl)-5-[(3'-amino-(N-benzyloxycarbonyl)-3'-methoxycarbonyl)propyl]prolinate 
• 291517-50-5 tert-butyl (2S,3'S)-trans-1-(tert-butyloxycarbonyl)-5-[(3'-amino-(N-benzyloxycarbonyl)-3'-methoxycarbonyl)propyl]prolinate 
• 176036-37-6 (2S,5S)-trans-5-carboxymethylproline 
• 64199-88-8 Δ¹-pyrroline-5-carboxylic acid 

Relevant articles and documents

Addressing protein-protein interactions with small molecules: A pro-pro dipeptide mimic with a PPII helix conformation as a module for the synthesis of PRD-binding ligands

X marks the spot: The synthetic tricyclic amino acid X (see structure; C gray, H cyan, N blue, O red, double bond yellow) can be incorporated, without loss of binding ability, as a Pro-Pro substitute into two peptides that bind to the proline-rich motif-recognizing domains Fyn-SH3. The dipeptide analogue X, which is locked in a polyproline type II helix conformation, is created by stereoselective introduction of a vinylidene bridge into a diproline unit.

INDUCTION OF ALPHA HELIX CONFORMATIONS IN PROTEINS AND PEPTIDES

Substituted tricyclic diproline analogues of the formula (I): wherein the variables are as defined herein. Also disclosed are methods for the production thereof, the use thereof for the induction of an alpha-helix conformation in peptides and/or proteins, pharmaceuticals containing said compounds, methods for the production of a peptide library containing said compounds, and peptide libraries containing said compounds.

STRUCTURAL MIMETICS OF PROLINE-RICH PEPTIDES AND THE PHARMACEUTICAL USE THEREOF

The invention relates to compounds of general formula (I), which can be used particularly as structural mimetics of proline-rich peptides and are therefore capable of binding PRM binding domains (proline-rich motif binding domains) of proteins. The invention also relates to the use of said compounds as pharmaceutical active agents and the use of these pharmaceutical active agents for treating bacterial diseases, neurodegenerative diseases and tumours.