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. 2022 Nov 14;13(47):14101–14105. doi: 10.1039/d2sc04220g

Peptide scope of N–H cross-couplinga.

graphic file with name d2sc04220g-u2.jpg
Entry Peptide (sulfoximine) Yieldb (%)
1 Ac-MGDFQ-NH2 94
2 Ac-MGKFQ-NH2 61
3 Ac-YGMLNP-NH2 40
4 Ac-VGMSWP-NH2 75
5 Ac-FPQSGM-NH2 50
6 Ac-MGRFTINP-NH2 76
7 Ac-RPKPQQFFGLM-NH2 (substance P) 50
8 Ac-SYSMEHFRWGKPV-NH2 (α-MSH) 51
a

Conditions: methionine sulfoximine-containing peptides (1b–8b) (0.2 mM), 4-nitrophenylboronic acid (4 mM), and Cu(OAc)2 (1 mM) in MeOH at room temperature for 16 h.

b

Yield calculated by RP-HPLC.