Table 1. Commonly used protecting groups for the side chains in tBoc/Bzl and Fmoc/tBu strategies.


Amino acid

Side chain group

Protecting group

Fmoc strategy

t-Boc strategy

serine

R-OH

t-butyl

benzyl (Bzl)

threonine

R-OH

t-butyl

benzyl (Bzl)

tyrosine

Ph-OH

t-butyl

2-Br-benzyloxycarbonyl

cysteine

R-SH

trityl

p-methylbenzyl

aspartic acid

R-COOH

t-butyl

benzyl

glutamic acid

R-COOH

t-butyl

benzyl

lysine

R-NH2

t-butyloxycarbonyl

2-Cl-bezyloxycarbonyl

arginine

R-NH-C(=NH)-NH2

2,2,5,7,8.pentamethyl-

croman-6-sulfonyl

tosyl

histidine

 

trityl

tosyl

2.4-dinitrophenyl

tryptophan

 

t-butyloxycarbonyl

formyl


Supported by UNESCO / MIRCEN network