C-Terminally modified peptides via cleavage of the HMBA linker by O-, N- or S-nucleophiles
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C-Terminally modified peptides via cleavage of the HMBA linker by O-, N- or S-nucleophiles. / Hansen, Jonas; Diness, Frederik; Meldal, Morten Peter.
In: Organic & Biomolecular Chemistry, Vol. 14, No. 12, 2016, p. 3238-3245.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - C-Terminally modified peptides via cleavage of the HMBA linker by O-, N- or S-nucleophiles
AU - Hansen, Jonas
AU - Diness, Frederik
AU - Meldal, Morten Peter
PY - 2016
Y1 - 2016
N2 - A large variety of C-terminally modified peptides was obtained by nucleophilic cleavage of the ester bond in solid phase linked peptide esters of 4-hydroxymethyl benzamide (HMBA). The developed methods provided peptides, C-terminally functionalized as esters, amides and thioesters, with high purity directly from the resin in a single reaction step. A comprehensive screening of the reaction conditions and scope for nucleophilic cleavage of peptides from the HMBA linker was performed.
AB - A large variety of C-terminally modified peptides was obtained by nucleophilic cleavage of the ester bond in solid phase linked peptide esters of 4-hydroxymethyl benzamide (HMBA). The developed methods provided peptides, C-terminally functionalized as esters, amides and thioesters, with high purity directly from the resin in a single reaction step. A comprehensive screening of the reaction conditions and scope for nucleophilic cleavage of peptides from the HMBA linker was performed.
U2 - 10.1039/c6ob00213g
DO - 10.1039/c6ob00213g
M3 - Journal article
C2 - 26924021
VL - 14
SP - 3238
EP - 3245
JO - Organic & Biomolecular Chemistry
JF - Organic & Biomolecular Chemistry
SN - 1470-4358
IS - 12
ER -
ID: 158554422