958879-77-1

Basic information

• Product Name: N-tert-butyloxycarbonyl-(2S,4R)-4-thioproline
• CAS NO: 958879-77-1
• Molecular Weight: 247.315
• Mol File: 958879-77-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-tert-butyloxycarbonyl-(2S,4R)-4-thioproline(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyloxycarbonyl-(2S,4R)-4-thioproline(958879-77-1)
• EPA Substance Registry System: N-tert-butyloxycarbonyl-(2S,4R)-4-thioproline(958879-77-1)

Safety Data

• Hazardous Substances Data: 958879-77-1(Hazardous Substances Data)

Upstream product

• 188111-18-4 1-(tert-butyl) 2-methyl (2S,4R)-4-(acetylthio)pyrrolidine-1,2-dicarboxylate 
• 121147-93-1 (2S,4S)-2-methyl N-Boc-4-((methylsulfonyl)oxy)pyrrolidine-2-carboxylate 
• 87250-97-3 2’-methyl-2’-propanyl (1S,4S)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate 
• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 87691-27-8 N-tert-butoxycarbonyl-L-cis-4-hydroxyproline 
• 132622-90-3 (2S,4S)-2-benzyl 1-tert-butyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 132622-91-4 (4S)-1-(tert-butoxycarbonyl)-4-<(methylsulfonyl)oxy>-L-proline benzyl ester 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 87250-97-3 tert-butyl 3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate 
• 958879-76-0 N-tert-butyloxycarbonyl-(2S,4R)-4-thioacetyl-proline benzyl ester 

Relevant articles and documents

Design, Synthesis, and Biochemical Evaluation of Alpha-Amanitin Derivatives Containing Analogs of the trans-Hydroxyproline Residue for Potential Use in Antibody-Drug Conjugates

Alpha-amanitin, an extremely toxic bicyclic octapeptide extracted from the death-cap mushroom, Amanita phalloides, is a highly selective allosteric inhibitor of RNA polymerase II. Following on growing interest in using this toxin as a payload in antibody-drug conjugates, herein we report the synthesis and biochemical evaluation of several new derivatives of this toxin to probe the role of the trans-hydroxyproline (Hyp), which is known to be critical for toxicity. This structure activity relationship (SAR) study represents the first of its kind to use various Hyp-analogs to alter the conformational and H-bonding properties of Hyp in amanitin.

Dual kinetically controlled native chemical ligation using a combination of sulfanylproline and sulfanylethylanilide peptide

Dual kinetically controlled native chemical ligation using a newly developed sulfanylproline-mediated reaction in combination with an N-sulfanylethylanilide peptide was successfully applied to a previously unreported sequential coupling of peptide fragments added simultaneously to the reaction.