2008
DOI: 10.1021/ja076655i
|View full text |Cite
|
Sign up to set email alerts
|

Expanding the Substrate Tolerance of Biotin Ligase through Exploration of Enzymes from Diverse Species

Abstract: Escherichia coli biotin ligase (BirA) has been harnessed for numerous biotechnological applications, including protein labeling,1-3 purification,4,5 and immobilization.6 BirA catalyzes the ATP-dependent covalent ligation of biotin to a lysine sidechain of a 15-amino acid recognition sequence called the "acceptor peptide" (AP).7 Previously, we showed that BirA could be applied to site-specific protein labeling on the surface of living cells by making use of a ketone isostere of biotin that could be ligated to A… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1
1

Citation Types

1
77
0
2

Year Published

2008
2008
2018
2018

Publication Types

Select...
6
3

Relationship

0
9

Authors

Journals

citations
Cited by 70 publications
(80 citation statements)
references
References 39 publications
1
77
0
2
Order By: Relevance
“…In addition, the x-ray crystal structures show the biotin pocket to be relatively small and hydrophobic, as required to accommodate the ureido and thiophane rings of biotin. This is consistent with reported literature that showed chemical modifications to these heterocycles produced biotin analogues that were unable to be used as substrates by the BPLs from a wide range of species (38). Hence, targeting the biotin site alone is an unattractive approach for inhibitor design.…”
Section: Molecular Basis For Inhibitorsupporting
confidence: 91%
“…In addition, the x-ray crystal structures show the biotin pocket to be relatively small and hydrophobic, as required to accommodate the ureido and thiophane rings of biotin. This is consistent with reported literature that showed chemical modifications to these heterocycles produced biotin analogues that were unable to be used as substrates by the BPLs from a wide range of species (38). Hence, targeting the biotin site alone is an unattractive approach for inhibitor design.…”
Section: Molecular Basis For Inhibitorsupporting
confidence: 91%
“…Ting and colleagues synthe-sized a biotin analog with a ketone functionality that is accepted as substrate by BirA [48]. Recently, they also utilized other biotin ligases from yeast (yBL) and Pyrococcus horikoshii (PhBL) to label corresponding acceptor peptides with azide-and alkyne functionalized biotin analogs [49]. The labeling with biotin analogs containing alkynes, ketones or azides allow for downstream modifications with fluorophores using click chemistry.…”
Section: Enzyme Mediated Peptide Tagsmentioning
confidence: 99%
“…4.3). [92] Der Erfolg der Biotin-Ligase-Methode veranlasste Ting et al, andere enzymvermittelte Strategien zur Proteinmarkierung in Erwägung zu ziehen. Sie konzentrierten sich zunächst auf die Transglutaminase (TGase; Schema 7, Nr.…”
Section: Enzymatische Modifizierung Von Peptidmarkernunclassified