SCOPUS 정보 검색 플랫폼

Volumn 36, Issue 22, 1995, Pages 3909-3912

The β-2,4-dimethyl-3-pentyl ester as a new protecting group for aspartic acid that prevents base-catalyzed aspartimide formation in solid phase peptide synthesis

(2) Karlström, Amelie H a Undén, Anders E a

a STOCKHOLM UNIVERSITY (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ASPARTIC ACID DERIVATIVE;

ARTICLE; METHODOLOGY; PEPTIDE SYNTHESIS; REACTION ANALYSIS;

EID: 0029031220 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4039(95)00639-T Document Type: Article

Times cited : (19)

References (12)

1
- 0018122187
- (1978) Int. J. Peptide Protein Res. , vol.12 , pp. 69-74
- Bodanszky¹ Kwei²

2
- 0016239802
- (1974) Int. J. Peptide Protein Res. , vol.6 , pp. 103-109
- Wang¹ Yang² Kulesha³ Sonenberg⁴ Merrifield⁵

3
- 0023109951
- (1987) J. Biol. Chem. , vol.262 , pp. 785-794
- Geiger¹ Clarke²

4
- 0000139351
- (1989) Tetrahedron Lett. , vol.30 , pp. 497-500
- Nicolàs¹ Pedroso² Giralt³

5
- 0024516367
- (1989) J. Biol. Chem. , vol.264 , pp. 6164-6170
- Stephenson¹ Clarke²

6
- 0000281160
- (1979) Tetrahedron Lett. , vol.42 , pp. 4033-4036
- Tam¹ Wong² Riemen³ Tjoeng⁴ Merrifield⁵

7
- 33845374039
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 5242-5251
- Tam¹ Heath² Merrifield³

8
- 84913995124
- Boc-Asp(ODmp)-OBzl: 1 equivalent Boc-Asp-OBzl was dissolved in methylen chloride containing 3 equivalents of 2,4-dimethyl-3-pentanol and 0,5 equivalents dicyclohexylcarbodiimide was added. After 15 minutes 0,05 equivalents N,N-dimethylaminopyridine was added and the reaction mixture stirred for 3 hours. Additional 0,5 equivalents dicyclohexylcarbodiimide was added and the reaction mixture stirred for 16 hours. The precipitated dicyclohexylurea was removed by filtration, the solvent evaporated and the product dissolved in ethyl acetate, washed with 0,1 M HCl, 0,1 M sodium hydrogen carbonate and saturated sodium chloride solutions (3 times each). The solvent was evaporated and the resulting oil dissolved in ethanol. This product was used without further purification in the next step of the synthesis.Boc-Asp(Dmp)-OH: To one equivalent of the Boc-Asp(ODmp)-OBzl in ethanol was added 5% palladium on charcoal, 1 part per weight per 20 parts by weight of the [[Truncated]]

9
- 84913995123
- f 0.5, showed a single spot positive to ninhydrin.

10
- 84913995122
- 2.

11
- 84913995121
- −1.

12
- 84913995120
- int) d=175.7 (1C, C [[Truncated]]

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.