Solid-Phase Insertion of N-mercaptoalkylglycine Residues into Peptides
Keyword(s):
N-mercaptoalkylglycine residues were inserted into peptides by reacting N-free amino groups of peptides, which were initially synthesized on 2-chlorotrityl resin (Cltr) using the Fmoc/tBu method, with bromoacetic acid and subsequent nucleophilic replacement of the bromide by reacting with S-4-methoxytrityl- (Mmt)/S-trityl- (Trt) protected aminothiols. The synthesized thiols containing peptide–peptoid hybrids were cleaved from the resin, either protected by treatment with dichloromethane (DCM)/trifluoroethanol (TFE)/acetic acid (AcOH) (7:2:1), or deprotected (fully or partially) by treatment with trifluoroacetic acid (TFA) solution using triethylsilane (TES) as a scavenger.
1977 ◽
Vol 32
(4)
◽
pp. 453-454
◽
1969 ◽
Vol 23
◽
pp. 2906-2907
◽
Keyword(s):
Keyword(s):
Keyword(s):
1999 ◽
Vol 64
(12)
◽
pp. 2035-2043
◽
Keyword(s):
1955 ◽
Vol 214
(1)
◽
pp. 185-196
◽
Keyword(s):
1964 ◽
Vol 47
(5)
◽
pp. 801-803
◽
Keyword(s):
1998 ◽
Vol 39
(26)
◽
pp. 4591-4594
◽