Oxyma: An Efficient Additive for Peptide Synthesis to Replace the Benzotriazole-Based HOBt and HOAt with a Lower Risk of Explosion[1]

Author:

Subirós-Funosas Ramon,Prohens Rafel,Barbas Rafael,El-Faham Ayman,Albericio Fernando

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Reference46 articles.

1. Abbreviations not defined in text: Aib, α-aminoisobutyric acid; ACP, acyl carrier protein decapeptide (65–74); AM-PS, aminomethyl-polystyrene resin; ARC, accelerating rate calorimetry; 6-Cl-HOBt, 6-chloro-1-hydroxybenzotriazole; DIC, N,N-diisopropylcarbodiimide; DIEA, N,N-diisopropylethylamine; DMF, N,N-dimethylformamide; DSC, Differential Scanning Calorimetry; HATU, N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene)-N-methylmethanaminium hexafluorophosphate N-oxide; HBTU, N-[(1H-benzotriazol-1-yl)-(dimethylamino)methylene]N-methylmethanaminium hexafluorophosphate N-oxide; HCTU, N-[(1H-6-chlorobenzotriazol-1-yl)(dimethylamino)methylene]-N-methylmethanaminium hexafluorophosphate N-oxide; HOAt, 7-aza-1-hydroxybenzotriazole; HOBt, 1-hydroxybenzotriazole; HODhbt, 3-hydroxy-3,4-dihydro-4-oxo-l,2,3-benzotriazine; HOPO, 2-hydroxypyridine-N-oxide; HOPfp, pentafluorophenol; HOSu, N-hydroxysuccinimide; NMP, N-methyl-2-pyrrolidinone; PyAOP, azabenzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate; PyBOP, benzotriazol-1-yl-N-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate; PyClock, 6-chloro-benzotriazol-1-yl-N-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate; TBTU, N-[(1H-benzotriazol-1-yl)(dimethylamino)methylene]N-methylmethanaminium tetrafluoroborate N-oxide; TCTU, N-[(1H-6-chlorobenzotriazol-1-yl)(dimethylamino)methylene]-N-methylmethanaminium tetrafluoroborate N-oxide; TFA, trifluoroacetic acid; Z, benzyloxycarbonyl. Amino acids and peptides are abbreviated and designated following the rules of the IUPAC-IUB Commission of Biochemical Nomenclature (J. Biol. Chem. 1972, 247, 977).

2. Eine neue Methode zur Synthese von Peptiden: Aktivierung der Carboxylgruppe mit Dicyclohexylcarbodiimid unter Zusatz von 1‐Hydroxy‐benzotriazolen

3. Eine neue Methode zur Synthese von Peptiden: Aktivierung der Carboxylgruppe mit Dicyclohexylcarbodiimid und 3‐Hydroxy‐4‐oxo‐3.4‐dihydro‐l.2.3‐benzotriazin

4. 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive

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