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Volumn 32, Issue 3, 1991, Pages 409-412

Peptides containing a sulfinamide or a sulfonamide moiety: New transition-state analogues

Author keywords

[No Author keywords available]

Indexed keywords

PEPTIDE; PROTEINASE INHIBITOR; SULFONAMIDE;

ARTICLE; PRIORITY JOURNAL; PROTEIN SYNTHESIS; REACTION ANALYSIS;

EID: 0026078893 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)92641-8 Document Type: Article

Times cited : (84)

References (27)

2
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- for a review see e.g., and references cited therein.
- (1988) Science , vol.240 , pp. 426
- Schultz¹

4
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- [[Comment]]
- (1989) J. Med. Chem. , vol.32 , pp. 1652
- Allen¹ Fuhrer² Tuck³ Wade⁴ Wood⁵

5
- 0025105049
- (1990) Tetrahedron Lett. , vol.31 , pp. 961
- Melnick¹ Bisaha² Gammill³

6
- 0000669220
- Synthesis of renin inhibitors containing a sulfonemethylene isostere at their N-terminals.
- (1990) Chemistry Letters , pp. 505
- Nakano¹ Atsuumi² Koike³ Tanaka⁴ Funabashi⁵ Hashimoto⁶ Ohkubo⁷ Morishima⁸

10
- 0023759322
- (1988) Science , vol.241 , pp. 1188
- Janda¹ Schloeder² Benkovic³ Lerner⁴

15
- 0024319397
- (1989) J. Gen. Virol , vol.70 , pp. 1505
- Meloen¹ Liskamp² Goudsmit³

16
- 33947322313
- We attempted to prepare the sulfonylchloride directly by addition of the required equivalents of chlorine and acetic anhydride. The sulfonyl oxygens are derived from the acetic anhydride. Instead of acetic anhydride other oxygen donors have been used: see reference 10 and 11., in this paper methane sulfonylchloride was prepared via the corresponding sulfinylchloride.
- (1968) J. Org. Chem. , vol.33 , pp. 2104
- Douglass¹ Norton²

17
- 0014984526
- Chlorine in the presence of water has been used to prepare cysteic acid sulfonylchloride starting from cystine derivatives or cystine containing peptides
- (1971) Pharmazie , vol.26 , pp. 18
- Aleksiev¹ Stoev² Kostov³

20
- 84918228497
- H. Hanson, H-D Jakubke, North Holland, Amsterdam, However, the acid labile Boc-group in 2 precludes the use of water as an oxygen donorwhich is converted to HCl.
- (1973) Proc. 12th Eur. Pept. Symp. , pp. 245
- Aleksiev¹ Stoev² Spassov³ Maneva⁴ Golovinsky⁵

21
- 0019851373
- Chlorine in the presence of acetic acid has been used to prepare cysteic acid sulfonyl chloride derivatives starting from cystinol or cyclic sulfinate esters (“sultines”) derived from cystine:
- (1981) J. Org. Chem. , vol.46 , pp. 5408
- Liskamp¹ Zeegers² Ottenheijm³

22
- 84918616730
- H-Pro-N(H)Me was prepared from Z-Proline: formation of the methyl amide by the mixed anhydride method followed by hydrogenolysis of the Z-group.

25
- 84918647421
- H-Pro-Gly-N(H)Me was prepared from Boc-Gly-OH in four steps: preparation of the methyl amide, removal of the Boc-group followed by coupling with Z-Proline and removal of the Z-group.

27
- 84918596726
- Preliminary experiments show that the sulfonamide 5 can be alkylated on the α-position of the amino-ethane sulfonamide moiety leading to e.g. the α-benzylated derivative of 5.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.