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Tetrahedron Letters

Volumn 30, Issue 4, 1989, Pages 497-500

Formation of aspartimide peptides in Asp-Gly sequences

(3) Nicolás, Ernesto a Pedroso, Enrique a Girald, Ernest a

a UNIVERSITY OF BARCELONA (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000139351 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)95238-9 Document Type: Article

Times cited : (110)

References (22)

1
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- This side reaction may often go unnoticed unless care is taken in the purification and characterisation conditions of the by-products. It must be remembered that both α and β peptides give aspartic acid by acid hydrolysis.

2
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- Sondheimer¹ Holley²

3
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- Studies on specific chemical fission of peptide links. Part I. The rearrangement of aspartyl and glutamyl peptides
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4
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- 159. Polypeptides. Part IX. Some derivatives of aspartylserine
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5
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- Fölsh¹

6
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- (1965) Biochemistry , vol.4 , pp. 2394
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7
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- Co-operative Effects of Functional Groups in Peptides. I. Aspartyl-serine Derivatives
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- Bernhard¹ Berger² Carter³ Katchalski⁴ Sela⁵ Shalitin⁶

8
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- (1966) Biochemistry , vol.5 , pp. 3229
- Haley¹ Corcoran² Dorer³ Buchanan⁴

9
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- (1978) Int. J. Peptide. Protein Res. , vol.12 , pp. 69
- Bodanszky¹ Kwei²

10
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- (1968) Biochemistry , vol.7 , pp. 4069
- Ondetti¹ Deer² Sheehan³ Plusec⁴ Koey⁵

11
- 84918597441
- Use of the phenacyl group was suggested in order to overcome this side reaction (21), but its low stability in basic conditions reduces its usefulness in peptide synthesis (22).

12
- 0016239802
- (1974) Int. J. Peptide Protein Res. , vol.6 , pp. 103
- Wang¹ Yang² Kulesha³ Sonenberg⁴ Merrifield⁵

13
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- (1987) Tetrahedron , vol.43 , pp. 5961
- Albericio¹ Nicolás² Josa³ Grandas⁴ Pedroso⁵ Giralt⁶ Granier⁷ Van Rietschoten⁸

14
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- (1979) Int. J. Peptide Protein Res. , vol.13 , pp. 418
- Blake¹

15
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- Cyclohexyl ester as a new protecting group for aspartyl peptides to minimize aspartimide formation in acidic and basic treatments
- (1979) Tetrahedron Letters , vol.42 , pp. 4033
- Tam¹ Wang² Riemen³ Tjoeng⁴ Merrifield⁵

16
- 0022600858
- (1986) Chem. Pharm. Bull. , vol.34 , pp. 864
- Fujii¹ Nomizu² Futaki³ Ojaka⁴ Funakoshi⁵ Akaji⁶ Watanabe⁷ Yajima⁸

17
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- (1972) J. Amer. Chem. Soc. , vol.94 , pp. 3259
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18
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- (1978) J. Org. Chem. , vol.43 , pp. 2845
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19
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- A C18 Vydac column (25×0.6 cm, 10 m) was used. Eluent A: water-0.045% TFA; eluent B: acetonitrile-0.035% TFA. A gradient from 10% B to 20% B in 10 min. was used. Flow: 1.5 ml/min. Detection: 279 nm.

20
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- (1967) Bull. Chem. Soc. Japan , vol.40 , pp. 2164
- Sakakibara¹ Shimonishy² Kishida³ Okada⁴ Sugihara⁵

21
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- (1976) J. Org. Chem. , vol.41 , pp. 1032
- Yang¹ Merrifield²

22
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- (1978) J. Org. Chem. , vol.43 , pp. 3071
- Bodanszky¹ Martinez²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.