94883-19-9

Upstream product

• 2280-66-2 N-tert-butyloxycarbonylalanylphenylalanine methyl ester 
• 15761-38-3 L-N-Boc-Ala 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 3744-87-4 Boc-(R)-Ala 
• 95083-33-3 D-(N-tert-butoxycarbonylalanyl)-L-phenylalanine methyl ester 
• 34404-33-6 N-tertiarybutoxycarbonyl-D-alanine N-hydroxysuccinimide ester 
• 63-91-2 L-phenylalanine 
• 514214-68-7 (S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxopropan-2-yl)carbamate 
• 82081-93-4 Boc-L-Ala-L-Phe-OBn 
• 2483-49-0 tert-butyloxycarbonyl-L-alanine p-nitrophenyl ester 
• 83904-90-9 Boc-Ala-N-hydroxysuccinimide ester 
• 170454-76-9 (R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-iodo-propionic acid methyl ester 
• 170454-75-8 (R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-chloro-propionic acid methyl ester 

Downstream Products

• 197505-60-5 (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-phenyl-propionylamino]-3-hydroxy-propionic acid methyl ester 
• 7535-87-7 methyl (tert-butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-alaninate 
• 158066-06-9 methyl 9-benzyl-2,2,6-trimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oate 
• 1382351-61-2 Boc-L-Ala-L-Phe-D-Val-OMe 
• 1382351-62-3 Boc-L-Ala-L-Phe-D-Ala-OMe 
• 1443224-42-7 tert-butyl ((1S)-2-{[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]amino}-1-methyl-2-oxoethyl)carbamate 
• 3061-90-3 L-alanyl-L-phenylalanine 
• 960374-64-5 C₂₉H₃₇N₃O₆ 
• 1025935-89-0 C₅₃H₇₃N₇O₁₃ 
• 1025831-19-9 (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester 
• 1027906-73-5 C₄₈H₇₁N₇O₁₃ 
• 1026283-37-3 (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{[(S)-1-((S)-1-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester 
• 1025956-29-9 C₄₆H₆₈N₈O₁₂ 
• 1027166-82-0 ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Hydrogen bond surrogate stabilized water soluble 310-helix from a disordered pentapeptide containing coded α-amino acids

Replacing a hypothetical i + 3 → i peptide H-bond in a disordered pentapeptide, that lacks any helicogenic Cα-tetrasubstituted residues, with a propyl linker and carbamylating the N-terminal nitrogen constrains it in the elusive 310-helical structure with high helicity and stability under varying conditions of temperature and pH, confirmed by NMR and CD analyses.

Cyclizing pentapeptides: Mechanism and application of dehydrophenylalanine as a traceless turn-inducer

Dehydrophenylalanine is used as a traceless turn-inducer in the total synthesis of dichotomin E. Macrocyclization of the monomer is achieved in high yields and selectivity over cyclodimerization under conditions 100 times more concentrated than previously achieved. The enamide facilitates ring closing, and Rh-catalyzed hydrogenation of the unsaturated cyclic peptide results in selective formation of the natural product or its epimer, depending on our choice of phosphine ligand. NMR analysis and molecular modeling revealed that the linear peptide adopts a left-handed α-turn that preorganizes the N- and C-termini toward macrocyclization.

Microwave-Assisted Synthesis of 2,2′-Azopyridine-Labeled Amines, Amino Acids, and Peptides

A microwave-assisted procedure for labeling amines, amino acids, and peptides with 2,2′-azopyridines (2,2′-AzPy) is described using the corresponding 2,2′-azopyridine-diacylbenzotriazoles. The efficiency of the procedure is proven by the generation of thr

Redox-triggered changes in the self-assembly of a ferrocene-peptide conjugate

Ultrasonication of a ferrocene conjugate of a short amyloid peptide (Aβ18-20) in toluene causes formation of an organogel, which undergoes dramatic structural changes upon oxidation from a nanofibrillar network to spherical micelles. This morphological change is redox-controlled and reversible. the Partner Organisations 2014.

Gabapentin hybrid peptides and bioconjugates

Synthetic approaches to gabapentin bioconjugates that overcome the tendency of gabapentin to cyclize into its γ-lactam are studied. Gabapentin was converted by N-acylation at its N-terminus into di-, tri-, and tetrapeptides (L-Ala-Gbp, L-Val-Gbp, L-Ala-L-Phe-Gbp, Gly-L-Ala-β-Ala-Gbp). Carboxyl-activated Boc-protected gabapentin was used to N-, O-, and S-acylate small peptides and hormones to give conjugates that could also provide prodrugs containing conformationally constrained gabapentin units.

COMPOUNDS FOR AMIDE-FORMING REACTIONS

Provided herein is a compound of Formula I, that displays remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water, wherein said coupling reactions proceed without measurable racemization. A method of pro

A new oxyma derivative for nonracemizable amide-forming reactions in water

An Oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (2), displayed remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water. Short peptides to oligopeptides could b

An efficient synthetic method of N-protected dipeptide acids using amino acid calcium carboxylates in an organic solvent

The syntheses of N-protected dipeptide acids using alkaline earth metal (Mg, Ca, and Ba) carboxylates of an amino acid in organic solvents were investigated. It was found that amino acid calcium carboxylates are the most effective among the carboxylates of the amino acids tested for coupling with active esters of Boc-Ala-OH in organic solvents. The coupling of Boc-Ala-ONp or Boc-Ala-ONSu with amino acid calcium carboxylates in DMF gave the desired N-protected dipeptide acids in high yields (92-100%). Georg Thieme Verlag Stuttgart - New York.

Smart oligopeptide gels: In situ formation and stabilization of gold and silver nanoparticles within supramolecular organogel networks

Tripeptide with redox active chemical entities based smart organogels have been used for in situ formation and stabilization of gold and silver nanoparticles within the supramolecular gel networks and the gold nanoparticles are aligned in arrays along the gel nanofibers of peptide 1-toluene gels. The Royal Society of Chemistry 2006.

A new approach to the synthesis of di- and tripeptides with unnatural amino acids using organozinc chemistry

Di- and tripeptides which incorporate an iodoalanine unit at the C-terminus can be converted into the corresponding organozinc reagents upon treatment with activated zinc. These C-terminal di- and tripeptide organozinc reagents react with electrophiles either under palladium catalysis, or by prior transmetallation to a zinc/copper reagent, to give di- and tripeptides incorporating non-proteinogenic amino acids without loss of stereochemical purity.