Issue Information
(Source: Journal of Peptide Science)
Source: Journal of Peptide Science - March 28, 2016 Category: Biochemistry Tags: Issue Information Source Type: research

Arginine selective reagents for ligation to peptides and proteins
A new class of arginine‐specific bioconjugation reagents for protein labeling has been developed. This method utilizes a triazolyl‐phenylglyoxal group on the probe molecule that reacts selectively with the guandinyl group of Arg residues in a protein or peptide. The reaction proceeds in neutral to basic bicarbonate buffers and is selective for arginine residues in peptides and folded proteins. Importantly, the triazolyl‐phenylglyoxal group can be introduced into complex molecules containing alkyne groups using CuAAC chemistry, providing a robust approach for the generation of phenylglyoxal reactive groups into molecu...
Source: Journal of Peptide Science - March 21, 2016 Category: Biochemistry Authors: Darren A. Thompson, Raymond Ng, Philip E. Dawson Tags: Special Issue Article Source Type: research

Chemical synthesis and characterization of elastin‐like polypeptides (ELPs) with variable guest residues
The properties of elastin‐like polypeptides (ELPs), specifically the fact that they are soluble in aqueous buffers below and aggregate reversibly above a well‐defined transition temperature, are extensively used for protein purification, enzyme recycling, and more recently, for in vivo applications such as drug delivery and tissue engineering. ELPs are artificial but biocompatible polypeptides composed of pentameric repeats (Val‐Pro‐Gly‐Xaa‐Gly) containing different guest residues Xaa, derived from mammalian elastin. The temperature‐dependent aggregation and desaggregation of ELPs is controlled by composition...
Source: Journal of Peptide Science - March 21, 2016 Category: Biochemistry Authors: Firouzeh Aladini, Can Araman, Christian F. W. Becker Tags: Special Issue Article Source Type: research

An efficient solid‐phase synthesis of peptidyl‐N‐acetylguanidines for use in native chemical ligation
This report describes an efficient solid‐phase synthesis of peptidyl‐N‐acetylguanidines, which can be used as a peptide‐α‐thioester precursor. This new synthetic method employing selective activation and cleavage of a peptide bond successfully provided peptidyl‐N‐acetylguanidines from the on‐resin protected peptides prepared by standard Fmoc‐SPPS. The reactivity of a peptidyl‐N‐acetylguanidine in native chemical ligation was evaluated through the synthesis of glucose‐dependent insulinotropic polypeptide analogue. (Source: Journal of Peptide Science)
Source: Journal of Peptide Science - March 21, 2016 Category: Biochemistry Authors: Ryo Okamoto, Madoka Isoe, Masayuki Izumi, Yasuhiro Kajihara Tags: Special Issue Article Source Type: research

Total synthesis of mambalgin‐1/2/3 by two‐segment hydrazide‐based native chemical ligation
Mambalgins are a class of 57‐residue polypeptide toxins isolated from the venom of the African mamba. They exhibit potent analgesic effects by inhibiting the acid‐sensing ion channels. Classified as members of the family of three‐finger toxins, mambalgins contain four pairs of disulfide bridges that help to stabilize the three‐finger scaffold. Here, we report the chemical synthesis of functional mambalgin‐1/2/3 by using one‐step two‐segment hydrazide‐based native chemical ligation. The two‐segment ligation approach reported here may enable efficient production of mambalgin toxins. These synthetic mambalgi...
Source: Journal of Peptide Science - March 1, 2016 Category: Biochemistry Authors: Huan Lan, Kun Wu, Yong Zheng, Man Pan, Yi‐Chao Huang, Shuai Gao, Qing‐Yun Zheng, Ji‐Shen Zheng, Yi‐Ming Li, Bailong Xiao, Lei Liu Tags: Special Issue Article Source Type: research