Table Info

Table 3.

Scope of the C-terminal amino acids in conversion to amides

Entry	Xaa	Product	HPLC purity (%)^a
			Ammonolysis			Staudinger reaction
			4	2	8	4	2
1	Gly	2a	86	5	6	94	6
2	Ala	2b	80	4	9	84	7
3	Val	2c	82	2	8	91	1
4	Ile	2d	91	< 1	< 1	92	< 1
5	Leu	2e	74	5	13	94	4
6	Phe	2f	87	6	< 1	91	6
7	Pro	2g	90	1	4	86	2
8	Ser	2h	79	3	9	93	4
9	Thr	2i	71	3	13	91	3
10	Glu	2j	< 1	77	< 1	4 (74)^b	87
11	Cys	2k	39^c	< 1	< 1	26	7
12	Cys(Acm)	2k’	75	9	10	93	< 1
13	Met	2l	80	6	9	87	4
14	Tyr	2m	83	8	2	85	5
15	His	2n	45	39	4	68 (83)^b	28
16	Lys	2o	86	5	6	87	6
17	Arg	2p	91	6	< 1	91	5
18	Trp	2q	82	8	< 1	80	8

^a detected at 220 nm; ^b azidation was performed in TFA solution instead of acidic aqueous condition; ^c disulfide dimer of 2k was observed

Supplementary materials

The supplementary material for this article is available at: https://www.explorationpub.com/uploads/Article/file/100823_sup_1.pdf.

Declarations

Acknowledgments

ST is grateful for a scholarship from the Amano Institute of Technology.

Author contributions

ST: Investigation, Writing—original draft. MK: Investigation. YT: Methodology. TN and NM: Writing—review & editing, Supervision. KS: Conceptualization, Funding acquisition, Writing—original draft, Writing—review & editing. All authors read and approved the submitted version.

Conflicts of interest

The authors declare that they have no conflicts of interest.

Ethical approval

Not applicable.

Consent to participate

Not applicable.

Consent to publication

Not applicable.

Availability of data and materials

Not applicable.

Funding

This research was supported in part by JSPS KAKENHI Grant number [JP22K05349] and Research Institute of Green Science and Technology Fund for Research Project Support [2023-RIGST-22201] National University Corporation Shizuoka University. The funders had no role in study design, data collection and analysis, decision to publish, or preparation of the manuscript.

Copyright

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