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Volumn 131, Issue 37, 2009, Pages 13415-13422

Probing synergy between two catalytic strategies in the glycoside hydrolase O-GlcNAcase using multiple linear free energy relationships

Author keywords

[No Author keywords available]

Indexed keywords

ACETAMIDO GROUPS; CATALYTIC NUCLEOPHILES; EFFICIENT CATALYSTS; ENERGY RELATIONSHIPS; GLYCOSIDE HYDROLASES; LEAVING GROUPS; LINEAR FREE ENERGY RELATIONSHIPS; N-ACETYLGLUCOSAMINE; NUCLEOPHILIC STRENGTH; O-LINKED; OXOCARBENIUM; POST-TRANSLATIONAL MODIFICATIONS; RATE DETERMINING STEP; SMALL MOLECULES; SUBSTRATE STRUCTURE; THREONINE RESIDUES; TRANSITION STATE; TRANSITION STATE STRUCTURE;

EID: 70349388222     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja904506u     Document Type: Article
Times cited : (35)

References (41)
  • 31
    • 70349390325 scopus 로고    scopus 로고
    • note
    • 32 however, for O-GlcNAcase the presence of a preorganized nucleophilic species of reasonable strength on the opposing face of the incipient cationic intermediate to the leaving group suggests that an intermediate possessing significant covalent character will be formed.
  • 33
    • 70349387057 scopus 로고    scopus 로고
    • note
    • 34,35
  • 36
    • 70349379130 scopus 로고    scopus 로고
    • note
    • N‡) are sensitive to both the nature of the leaving group and the nucleophile, indicating that these groups both contribute to the electrostatic environment of the transition state. Vibrational models of these transition states constructed using a comprehensive series of KIEs along with computational models should clarify details of the mechanistic proposal advanced here for human O-GlcNAcase.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.