alexa Complex Acylation of Angiotensin II by N-Hydroxysulfosuccinimide linked Biotin Reagents | OMICS International
ISSN: 2167-7956

Journal of Biomolecular Research & Therapeutics
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Research Article

Complex Acylation of Angiotensin II by N-Hydroxysulfosuccinimide linked Biotin Reagents

Qinfeng Liu*, Andres Lam and Achyut Kathuria

College of Pharmacy and Health Sciences, Campbell University, Buies Creek, NC 27506, USA

*Corresponding Author:
Qinfeng Liu
College of Pharmacy and Health Sciences
Campbell University, Buies Creek, NC 27506, USA
Tel: 910-893-1843
Fax: 910-893-1697
E-mail: [email protected]

Received date: December 03, 2015; Accepted date: January 29, 2016; Published date: February 10, 2016

Citation: Liu Q, Lam A, Kathuria A (2016) Complex Acylation of Angiotensin II by N-Hydroxysulfosuccinimide linked Biotin Reagents. J Biomol Res Ther 5:138. doi:10.4172/2167-7956.1000138

Copyright: © 2016 Liu Q, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.



Abstract

N-Hydroxysulfosuccinimide-linked biotins (sulfoNHS-biotins) are water soluble biotin tags commonly used to conjugate a biotin moiety to proteins by rapid N-acylation of primary amines. Unexpected O-acylation by sulfoNHSbiotin on tyrosine of Angiotensin II (Ag-II) and an acylation on third site unable to characterize were identified by LC-MS in addition to the expected N-acylation on the N-terminal of Ag-II. The N-acylation only undergoes incomplete hydrolysis in 0.1% formic acid not at pH 7.2 and 8.0, while two unexpected acylation hydrolyze at both conditions, but their hydrolysis in 0.1% formic acid was much more rapid. Dithiothreitol treatment selectively catalyzed hydrolysis of both of the unexpected acylation but not the N-acylation of Ag-II. The maximum yield of O-acylation of the Ag- II tyrosine was 99% at pH 7.2 and 95% at pH 8.0 as compared N-acylation of lysine when reacted with excess sulfoNHS-biotin with these yields of 94% at pH 7.2 and 96% at pH 8.0. Acylation of the third uncharacterized site of Ag-II showed maximum yield of approximately 17% at pH 7.2, but higher yield (≥ 47%) at pH 8.0 within 30 min. The unexpected O-acylation of the Ag-II tyrosine occurred within 1 min at either pH 7.2 or pH 8.0, as rapidly as the N-acylation, while the other unexpected acylation required more time to complete at pH 8.0.

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