54
2 Synthesis of In-Tether Chiral Center Peptides …
Table 2.8 Calculated and founded m/z are presented as [M + 1H] 1+ /[M/2 + 1H] +
Peptide
Sequence
Calculated
mass
Found
mass
1
a
Ac-(cyclo-1,5)-[CAAAS 5 (2-Me)(S)]-NH 2
514.26
515.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (2-Me)(R)]-NH 2
514.26
515.30
2
a
Ac-(cyclo-1,5)-[CAAAS 5 (2-Ph)(S)]-NH 2
576.27
577.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (2-Ph)(R)]-NH 2
576.27
577.30
3
a
Ac-(cyclo-1,5)-[CAIAS 5 (2-Me)(S)]-NH 2
556.3
557.40
b
Ac-(cyclo-1,5)-[CAIAS 5 (2-Me)(R)]-NH 2
556.3
557.40
4
a
Ac-(cyclo-1,5)-[CAEAS 5 (2-Me)(S)]-NH 2
572.26
573.30
b
Ac-(cyclo-1,5)-[CAEAS 5 (2-Me)(R)]-NH 2
572.26
573.30
5
a
Ac-(cyclo-1,5)-[CASAS 5 (2-Me)(S)]-NH 2
530.25
531.30
b
Ac-(cyclo-1,5)-[CASAS 5 (2-Me)(R)]-NH 2
530.25
531.30
6
a
Ac-(cyclo-1,5)-[CAQAS 5 (2-Me)(S)]-NH 2
571.28
572.40
b
Ac-(cyclo-1,5)-[CAQAS 5 (2-Me)(R)]-NH 2
571.28
572.40
7
a
Ac-(cyclo-1,5)-[CAFAS 5 (2-Me)(S)]-NH 2
590.29
591.50
b
Ac-(cyclo-1,5)-[CAFAS 5 (2-Me)(R)]-NH 2
590.29
591.50
8
a
Ac-(cyclo-1,5)-[CAGAS 5 (2-Me)(S)]-NH 2
500.24
501.30
b
Ac-(cyclo-1,5)-[CAGAS 5 (2-Me)(R)]-NH 2
500.24
501.30
9
a
Ac-(cyclo-1,5)-[CEAKS 5 (2-Me)(S)]-NH 2
629.32
630.40
b
Ac-(cyclo-1,5)-[CEAKS 5 (2-Me)(R)]-NH 2
629.32
630.40
10
a
Ac-(cyclo-1,5)-[CAAIS 5 (2-Me)(S)]-NH 2
556.3
557.50
b
Ac-(cyclo-1,5)-[CAAIS 5 (2-Me)(R)]-NH 2
556.3
557.50
11
a
FITC-(cyclo-2,6)-[ßAlaCRARS 5 (2-Ph)(S)]-NH 2
1166.48
583.40
b
FITC-(cyclo-2,6)-[ßAlaCRARS 5 (2-Ph)(R)]-NH 2
1166.48
583.50
12
a
FITC-(cyclo-2,6)-[ßAlaCRRRS 5 (2-Ph)(S)]-NH 2
1251.54
626.00
b
FITC-(cyclo-2,6)-[ßAlaCRRRS 5 (2-Ph)(R)]-NH 2
1251.54
626.00
13
a
FITC-(cyclo-2,6)-[ßAlaCAKAS 5 (2-Ph)(S)]-NH 2
1053.41
526.90
b
FITC-(cyclo-2,6)-[ßAlaCAKAS 5 (2-Ph)(R)]-NH 2
1053.41
526.90
s1
a
Ac-(cyclo-1,5)-[CAAAS 3 (2-Me)(S)]-NH 2
486.23
487.30
b
Ac-(cyclo-1,5)-[CAAAS 3 (2-Me)(R)]-NH 2
486.23
487.30
s2
a
Ac-(cyclo-1,5)-[hCAAAS 3 (2-Me)(S)]-NH 2
500.24
501.30
b
Ac-(cyclo-1,5)-[hCAAAS 3 (2-Me)(R)]-NH 2
500.24
501.30
s3
a
Ac-(cyclo-1,5)-[hCAAAS 5 (2-Me)(S)]-NH 2
528.27
529.40
b
Ac-(cyclo-1,5)-[hCAAAS 5 (2-Me)(R)]-NH 2
528.27
529.40
s4
a
Ac-(cyclo-1,5)-[CAAAS 5 (3-Me)(S)]-NH 2
514.26
515.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (3-Me)(R)]-NH 2
514.26
515.30
s5
a
Ac-(cyclo-1,5)-[CAAAS 5 (3-Ph)(S)]-NH 2
576.27
577.30
(continued)
2 Synthesis of In-Tether Chiral Center Peptides …
Table 2.8 Calculated and founded m/z are presented as [M + 1H] 1+ /[M/2 + 1H] +
Peptide
Sequence
Calculated
mass
Found
mass
1
a
Ac-(cyclo-1,5)-[CAAAS 5 (2-Me)(S)]-NH 2
514.26
515.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (2-Me)(R)]-NH 2
514.26
515.30
2
a
Ac-(cyclo-1,5)-[CAAAS 5 (2-Ph)(S)]-NH 2
576.27
577.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (2-Ph)(R)]-NH 2
576.27
577.30
3
a
Ac-(cyclo-1,5)-[CAIAS 5 (2-Me)(S)]-NH 2
556.3
557.40
b
Ac-(cyclo-1,5)-[CAIAS 5 (2-Me)(R)]-NH 2
556.3
557.40
4
a
Ac-(cyclo-1,5)-[CAEAS 5 (2-Me)(S)]-NH 2
572.26
573.30
b
Ac-(cyclo-1,5)-[CAEAS 5 (2-Me)(R)]-NH 2
572.26
573.30
5
a
Ac-(cyclo-1,5)-[CASAS 5 (2-Me)(S)]-NH 2
530.25
531.30
b
Ac-(cyclo-1,5)-[CASAS 5 (2-Me)(R)]-NH 2
530.25
531.30
6
a
Ac-(cyclo-1,5)-[CAQAS 5 (2-Me)(S)]-NH 2
571.28
572.40
b
Ac-(cyclo-1,5)-[CAQAS 5 (2-Me)(R)]-NH 2
571.28
572.40
7
a
Ac-(cyclo-1,5)-[CAFAS 5 (2-Me)(S)]-NH 2
590.29
591.50
b
Ac-(cyclo-1,5)-[CAFAS 5 (2-Me)(R)]-NH 2
590.29
591.50
8
a
Ac-(cyclo-1,5)-[CAGAS 5 (2-Me)(S)]-NH 2
500.24
501.30
b
Ac-(cyclo-1,5)-[CAGAS 5 (2-Me)(R)]-NH 2
500.24
501.30
9
a
Ac-(cyclo-1,5)-[CEAKS 5 (2-Me)(S)]-NH 2
629.32
630.40
b
Ac-(cyclo-1,5)-[CEAKS 5 (2-Me)(R)]-NH 2
629.32
630.40
10
a
Ac-(cyclo-1,5)-[CAAIS 5 (2-Me)(S)]-NH 2
556.3
557.50
b
Ac-(cyclo-1,5)-[CAAIS 5 (2-Me)(R)]-NH 2
556.3
557.50
11
a
FITC-(cyclo-2,6)-[ßAlaCRARS 5 (2-Ph)(S)]-NH 2
1166.48
583.40
b
FITC-(cyclo-2,6)-[ßAlaCRARS 5 (2-Ph)(R)]-NH 2
1166.48
583.50
12
a
FITC-(cyclo-2,6)-[ßAlaCRRRS 5 (2-Ph)(S)]-NH 2
1251.54
626.00
b
FITC-(cyclo-2,6)-[ßAlaCRRRS 5 (2-Ph)(R)]-NH 2
1251.54
626.00
13
a
FITC-(cyclo-2,6)-[ßAlaCAKAS 5 (2-Ph)(S)]-NH 2
1053.41
526.90
b
FITC-(cyclo-2,6)-[ßAlaCAKAS 5 (2-Ph)(R)]-NH 2
1053.41
526.90
s1
a
Ac-(cyclo-1,5)-[CAAAS 3 (2-Me)(S)]-NH 2
486.23
487.30
b
Ac-(cyclo-1,5)-[CAAAS 3 (2-Me)(R)]-NH 2
486.23
487.30
s2
a
Ac-(cyclo-1,5)-[hCAAAS 3 (2-Me)(S)]-NH 2
500.24
501.30
b
Ac-(cyclo-1,5)-[hCAAAS 3 (2-Me)(R)]-NH 2
500.24
501.30
s3
a
Ac-(cyclo-1,5)-[hCAAAS 5 (2-Me)(S)]-NH 2
528.27
529.40
b
Ac-(cyclo-1,5)-[hCAAAS 5 (2-Me)(R)]-NH 2
528.27
529.40
s4
a
Ac-(cyclo-1,5)-[CAAAS 5 (3-Me)(S)]-NH 2
514.26
515.30
b
Ac-(cyclo-1,5)-[CAAAS 5 (3-Me)(R)]-NH 2
514.26
515.30
s5
a
Ac-(cyclo-1,5)-[CAAAS 5 (3-Ph)(S)]-NH 2
576.27
577.30
(continued)