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

Muhammad Jbara, Emad Eid, Ashraf Brik^*

^*Corresponding author for this work

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 - 2018
Externally published	Yes

Access to Document

10.1039/c8ob00890f

Cite this

@article{702acb5753844cbca8ee6982e12fbaa4,

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",

doi = "10.1039/c8ob00890f",

language = "אנגלית",

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

Y1 - 2018

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 - http://www.scopus.com/inward/record.url?scp=85048152909&partnerID=8YFLogxK

U2 - 10.1039/c8ob00890f

DO - 10.1039/c8ob00890f

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

C2 - 29766191

AN - SCOPUS:85048152909

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

Access to Document

Other files and links

Fingerprint

Cite this