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Volumn 137, Issue 31, 2015, Pages 9784-9787

An Umpolung Approach for the Chemoselective Arylation of Selenocysteine in Unprotected Peptides

Author keywords

[No Author keywords available]

Indexed keywords

ORGANIC COMPOUNDS; PEPTIDES;

EID: 84938945424     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b05447     Document Type: Article
Times cited : (55)

References (51)
  • 15
  • 46
    • 84938941414 scopus 로고    scopus 로고
    • See the Supporting Information (SI) for more details
    • See the Supporting Information (SI) for more details
  • 47
    • 84938920030 scopus 로고    scopus 로고
    • note
    • The free cysteine gave disulfide exclusively with <5% arylation. The cysteine linked with TNP gave an inseparable mixture of disulfide and sulfinic acid and <5% arylation. See the SI for more details
  • 48
    • 84938918855 scopus 로고    scopus 로고
    • note
    • Attempts to carry out this Cu-mediated arylation on a peptide containing both cysteine and selenocysteine resulted in mostly Se-S intramolecular cross-linking. Further investigation is ongoing
  • 51
    • 84938907491 scopus 로고    scopus 로고
    • note
    • Running this reaction with a 0.1 M phosphate buffer (pH 8.0) furnished the product in 99% yield. Examination of the reaction with a decreased concentration of peptide (10 μM) gave the arylated product in 36% yield. See the SI for details


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.