A New Class of Foldamers Based on cis-γ-Amino-L-proline

Journal of the American Chemical Society

Volumn 126, Issue 19, 2004, Pages 6048-6057

  Farrera Sinfreu, Josep ^a   Zaccaro, Laura ^a   Vidal, David ^a   Salvatella, Xavier ^a   Giralt, Ernest ^a   Pons, Miquel ^a   Albericio, Fernando ^a   Royo, Miriam ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CONFORMATIONS; CONSTRAINT THEORY; HYDROGEN BONDS; NUCLEAR MAGNETIC RESONANCE; SOLUTIONS; SOLVENTS;

CONFORMATIONAL RESTRICTIONS; FOLDAMERS; PROLINE RINGS; SECONDARY STRUCTURES;

PROTEINS;

C PEPTIDE; GAMMA AMINOPROLINE; PROLINE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; HYDROGEN BOND; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE; PROTEIN CONFORMATION; PROTEIN SECONDARY STRUCTURE;

AMINOBUTYRIC ACIDS; CIRCULAR DICHROISM; INDICATORS AND REAGENTS; ISOMERISM; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; OLIGOPEPTIDES; PROLINE; PROTEIN CONFORMATION; PROTEIN FOLDING; SOLVENTS;

EID: 2442592965     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0398621     Document Type: Article

References (97)

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2. 2O, acetic anhydride; Amp, cis-4-amino-L-proline or (2S,4S)-4-amino-pyrrolidine-2-carboxylic acid; Boc, tert-butoxycarbonyl; Dab, α,γ-diaminobutyric acid; DCM, dichloromethane; DHB, 2,5-dihydroxybenzoic acid; DIEA, N,N-diisopropylethylamine; DIPDI, N,N′-diisopropylcarbodiimide; DMF, N,N-dimethylformamide; Fmoc, 9-fluorenylmethoxycarbonyl; (2S,4S)-Boc-Amp(Fmoc)-OH, (2S,4S)-Fmoc-4-amino-1-Boc-pyrrolidine-2-carboxylic acid; HOAc, acetic acid; HOBt, 1-hydroxy-1,2,3-benzotriazole; HR-ESI: high-resolution electro spray; iV, isovaleryl; MALDI-TOF, matrix-assisted laser desorption ionization, time-of-flight; MBHA, p-methylbenzhydrylamine; MeOH, methanol; MPLC, medium-pressure liquid chromatography; PhAc, phenylacetyl; RP-HPLC, reversed-phase high performance liquid chromatography; SPOS, solid-phase organic synthesis; SPPS, solid-phase peptide synthesis; TBME, tert-butylmethyl ether; TFA, trifluoroacetic acid; TFE, 2,2,2-trifluoroethanol; amino acid symbols denote the L-configuration.
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