273222-06-3

Basic information

• Product Name: (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-((tert-butoxycarbonyl)aMino)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-((tert-butoxycarbonyl)aMino)pyrrolidine-2-carboxylic acid;(4R)-4-(Boc-amino)-1-Fmoc-L-proline;1,2 Pyrrolidinedicarboxylic acid, 4-1,1 dimethylethoxy carbonyl amino, 1-9H fluoren-9ylmethyl ester (2S,4R);(2S,4R)-Boc-4-amino-1-Fmoc-pyrrolidine-2-carboxylic acid≥ 97% (HPLC);(2S,4R)-(Tert-Butoxy)Carbonyl 4-amino-1-(9H-Fluoren-9-yl)MethOxy]Carbonyl pyrrolidine-2-carboxylic acid
• CAS NO: 273222-06-3
• Molecular Formula: C₂₅H₂₈N₂O₆
• Molecular Weight: 452.49962
• Mol File: 273222-06-3.mol

Chemical Properties

• Melting Point: 85-87 °C
• Boiling Point: 650.5±55.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.78±0.40(Predicted)
• CAS DataBase Reference: (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-((tert-butoxycarbonyl)aMino)pyrrolidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-((tert-butoxycarbonyl)aMino)pyrrolidine-2-carboxylic acid(273222-06-3)
• EPA Substance Registry System: (2S,4R)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-((tert-butoxycarbonyl)aMino)pyrrolidine-2-carboxylic acid(273222-06-3)

Safety Data

• Hazardous Substances Data: 273222-06-3(Hazardous Substances Data)

Usage

Chemical Properties

White to greyish-white powder

Upstream product

• 1279034-78-4 (2S,4R)-H-Amp(Boc)-OH 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 473806-21-2 4-tertbutyloxycarbonylamino-L-trans-proline methyl ester 
• 853063-25-9 (2S,4R)-N^α-Cbz-4-N-Boc-aminoproline benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 329191-66-4 (2S,4R)-N^α-Cbz-4-aminoproline benzyl ester 

Relevant articles and documents

Novel μ opioid antagonists derived from the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2)

Hybrid analogues of the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2, Dmt?=?2′,6′-dimethyltyrosine) containing cis-4-amino-Pro, trans-4-amino-Pro, cis-4-aminoethyl-Pro or cis-4-guanidinylethyl-Pro in the 2 p

Site-directed spin labeling of a collagen mimetic peptide

At every turn: Electron paramagnetic resonance spectroscopy was used to investigate the dynamics of triple helix folding/unfolding of host-guest collagen mimetic peptide with a spin-labeled central triplet in Ac-(Gly-Pro-Hyp)7-Gly-Gly-NH2 (see figure). Copyright

Identification of novel low molecular weight CXCR4 antagonists by structural tuning of cyclic tetrapeptide scaffolds

A highly potent CXCR4 antagonist, compound 2, was previously found by using two orthogonal cyclic pentapeptide libraries involving conformation-based and sequence-based libraries based on the pharmacophore of a 14-mer peptidic antagonist, 1. Herein, cyclic tetrapeptides derived from replacements of the dipeptide unit (Nal-Gly) with a γ-amino acid and pseudopeptides cyclized by disulfide and olefin bridges were synthesized to find novel scaffold structures different from that of cyclic pentapeptides. These compounds contain a reduced number of peptide bonds compared to compound 2. Furthermore, several analogues with chemical modification of the side chain of Arg4 in 2 were also prepared. From these, several new leads possessing high to moderate CXCR4-antagonistic activity were characterized.

Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.

4R/S-Aminoprolines when present in the X-position of collagen peptide [pro(X)-pro(Y)-Gly]n exhibit pH- and stereochemistry-dependent effects on triplex stability.