2004
DOI: 10.1002/chin.200424286
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Industrial Application of Coupling Reagents in Peptides

Abstract: For Abstract see ChemInform Abstract in Full Text.

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Cited by 15 publications
(18 citation statements)
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“…The explosive properties of these compounds are often not referenced in literature. Sometimes, material safety data sheets or papers [1] warn that hydroxybenzotriazoles may be unstable with a relatively high sensitivity to friction and sparks. In most cases, however, it is not mentioned how sensitive such substances are to heating under defined confinement and no warning is given with respect to their ability to propagate a deflagration or a detonation.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…The explosive properties of these compounds are often not referenced in literature. Sometimes, material safety data sheets or papers [1] warn that hydroxybenzotriazoles may be unstable with a relatively high sensitivity to friction and sparks. In most cases, however, it is not mentioned how sensitive such substances are to heating under defined confinement and no warning is given with respect to their ability to propagate a deflagration or a detonation.…”
Section: Introductionmentioning
confidence: 99%
“…Later, other benzotriazole derivates such as 6-chloro-1-hydroxybenzotriazole (6-Cl-HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) have been introduced. During the last decade, phosphonium and aminium/uronium salts of hydroxybenzotriazoles have been suggested for the synthesis of peptides [1]. The explosive properties of these compounds are often not referenced in literature.…”
Section: Introductionmentioning
confidence: 99%
“…[33][34] Another major group is the active esters ( constant. [28][29] Using carbodiimides in combination with hydroxylamines such as 1-hydroxybenzotriazol (HOBt, Figure 3, i) and 1-hydroxy-7-azabenzotriazol (HOAt, not shown) has proven to be an excellent activation strategy in SPPS. In addition, storable active esters are standardly produced with the aid of carbodiimides.…”
Section: I14 Activation Of Amino Acidsmentioning
confidence: 99%
“…Compounds such as 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU, Figure 3, j), 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU, Figure 3, k), and benzotriazole-1-yl-oxy-tripyrrolidinophosphonium hexafluorophosphate (PyBOP, Figure 3, l) are useful for the activation of sterically hindered carboxylic components. [28] Although HBTU and HATU were historically named uronium salts, the reagents were recently reported to crystallize in the guanidinium N-oxide form. [30,32] Furthermore, many variations of the discussed coupling reagents exist which differ slightly in terms of reactivity and designated use.…”
Section: I14 Activation Of Amino Acidsmentioning
confidence: 99%
“…Also, certain coupling reagents and additives may show adverse effects such as contact dermatitis, skin irritation, and allergic reaction of the respiratory tract. 45 …”
mentioning
confidence: 99%