84758-67-8

Upstream product

• 15030-72-5 Z-Aib-OH 
• 616-34-2 methoxycarbonylmethylamine 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 367274-56-4 Z-Aib-F 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 108874-08-4 N-carbobenzyloxy-2-methylalanylglycine 
• 271770-11-7 Z-Trp-Aib-Gly-Leu-NH-C₆H₃(3,5-Me₂) 
• 271770-09-3 Z-Trp-Aib-Gly-Leu-NHPh 
• 271770-12-8 Trp-Aib-Gly-Leu-NH-C₆H₃(3,5-Me₂) 
• 232279-44-6 Trp-Aib-Gly-Leu-NHPh 
• 271600-49-8 Z-Trp-Aib-Gly 
• 232279-49-1 Z-Trp-Aib-Gly-OMe 

Relevant academic research and scientific papers

Synthesis of Silacyclic Dipeptides: Peptide Elongation at Both N-And C-Termini of Dipeptide

A new type of peptide bond formation utilizing silacyclic amino acids or peptides is described. This work has the following advantages: (1) imidazolylsilane is a highly fascinating coupling reagent for dipeptide synthesis from N-,C-Terminal unprotected am

Metal-free approach for hindered amide-bond formation with hypervalent iodine(iii) reagents: application to hindered peptide synthesis

A new bio-inspired approach is reported for amide and peptide synthesis using α-amino esters that possess a potential activating group (PAG) at the ester residue. To activate the ester functionality under mild metal-free conditions, we exploited the facile dearomatization of phenols with hypervalent iodine(iii) reagents. Using a pyridine-hydrogen fluoride complex, highly reactive acyl fluoride intermediates can be successfully generated, thereby allowing for the smooth formation of sterically hindered amides and peptides from bulky amines and α-amino esters, respectively.

Practical Peptide Synthesis Mediated by a Recyclable Hypervalent Iodine Reagent and Tris(4-methoxyphenyl)phosphine

6-(3,5-Bis(trifluoromethyl)phenyl)-1H,4H-2aλ3-ioda-2,3-dioxacyclopenta[hi]indene-1,4-dione (p-BTFP-iodosodilactone, 1a) was synthesized and demonstrated to be an efficient hypervalent iodine(III) reagent for the synthesis of dipeptides from various standard amino acids, including sterically hindered amino acids, in good to high yields within 30 min in the presence of tris(4-methoxyphenyl)phosphine. In addition, the combined system of 1a/(4-MeOC6H4)3P was used to synthesize the pentapeptide leu-enkephalin in protected form. It is worth noting that 1a can be regenerated readily after reaction.

Recognition of quaternary ammonium salts with tetrapeptides containing α-aminoisobutyric acid as a conformational constraint

Tetrapeptides Trp-Aib-Gly-Leu-NH-Ar (Aib:α-aminoisobutyric acid, 2-amino-2-methylpropanoic acid, Ar = phenyl or 3,5-dimethylphenyl) were synthesized. The peptides bound quaternary ammonium salts as guests in CDCl3. For every guest, the binding constant K of the peptide host which has a 3,5-dimethylphenyl group was larger than that of the host which has a phenyl group. ROESY analysis of the complex revealed that the N+-CH3 groups of the guests were close to the aromatic moieties of the host in the complex. The charge in cation guests, the φ-basicity of the host, and the turn conformation of the peptides were important factors for the complexation.

Resonance Raman examination of the electronic excited states of glycylglycine and other dipeptides: Observation of a carboxylate→amide charge transfer transition

We have examined the UV resonance Raman and the VUV absorption spectra of aqueous glycylglycine and other dipeptides. We observe strong resonance Raman enhancement of the amide I, II, and III bands and the amide CαH bending mode in a manner sim

SYNTHESE VON 2-METHYLALANIN-PEPTIDEN, DIE pH-ABHAENGIGKEIT IHRER 13C-NMR-SPECTREN UND EINE NEUE METHODE ZUR AUSWERTUNG UEBER CS-DIAGRAMME

The uncommon amino-acid 2-methylalanine (α-aminoisobutiryc acid, Aib) was investigated by 13C-NMR.The chemical shifts of amino- or carboxy-protected derivates of Aib and of protected oligopeptides are discussed with respect to neighbouring groups and amino acids.The pH-dependence of the 13C-NMR spectra of Aib, Aib-Ala, Ala-Aib, Aib-Ala-Aib and Aib-Ala-Aib-Ala-Aib was studied.Using these examples, a new and advantageous method is demonstrated for the first time for the evaluation of NMR titration curves, which uses so-called chemical shift diagrams (CS diagrams).