Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

Muhammad Jbara; Emad Eid; Ashraf Brik

doi:10.1039/c8ob00890f

Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

Technion - Israel Institute of Technology

Research output: Contribution to journal › Article › peer-review

Abstract

An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. The allyl protection was efficiently removed, after the ligation step, using the water-soluble palladium complex [Pd(allyl)Cl]₂ and glutathione within a few minutes under fully aqueous conditions.

Original language	English
Pages (from-to)	4061-4064
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	22
DOIs	https://doi.org/10.1039/c8ob00890f
State	Published - 14 Jun 2018

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1039/c8ob00890f

Cite this

@article{c2e8c07385884886ab09ab277734c27e,

title = "Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites",

abstract = "An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. The allyl protection was efficiently removed, after the ligation step, using the water-soluble palladium complex [Pd(allyl)Cl]2 and glutathione within a few minutes under fully aqueous conditions.",

author = "Muhammad Jbara and Emad Eid and Ashraf Brik",

note = "Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

month = jun,

day = "14",

doi = "10.1039/c8ob00890f",

language = "English",

volume = "16",

pages = "4061--4064",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "22",

}

TY - JOUR

T1 - Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

AU - Jbara, Muhammad

AU - Eid, Emad

AU - Brik, Ashraf

PY - 2018/6/14

Y1 - 2018/6/14

N2 - An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. The allyl protection was efficiently removed, after the ligation step, using the water-soluble palladium complex [Pd(allyl)Cl]2 and glutathione within a few minutes under fully aqueous conditions.

AB - An efficient native chemical ligation approach at Asp and Glu sites is reported applying a hydrazide precursor, as a peptide thioester, and allyl protection at the side chain of Asp and Glu. The allyl protection was efficiently removed, after the ligation step, using the water-soluble palladium complex [Pd(allyl)Cl]2 and glutathione within a few minutes under fully aqueous conditions.

UR - https://www.scopus.com/pages/publications/85048152909

U2 - 10.1039/c8ob00890f

DO - 10.1039/c8ob00890f

M3 - Article

C2 - 29766191

SN - 1477-0520

VL - 16

SP - 4061

EP - 4064

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 22

ER -

Palladium mediated deallylation in fully aqueous conditions for native chemical ligation at aspartic and glutamic acid sites

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this