New method acceleratebreakdown amide bonds

New method to accelerate the breakdown of amide bonds

10:16 PM, 25th December 2011
New method to accelerate the breakdown of amide bonds
School of Chemistry, University of Bristol

BRISTOL, UNITED KINGDOM: Researchers in the University of Bristol’s School of Chemistry have found a way to accelerate breakdown of amide bonds. An amide is an organic compound containing a carbonyl group (R-C=O) linked to a nitrogen atom (N). The bonds in an amide are difficult to break; reaction time is over 100 years under mild neutral-pH conditions. The only way to make amide bonds break down faster without resorting to acids, bases and catalysts is to twist them physically.

Guy Lloyd-Jones, Professor, University of Bristol and Kevin Booker-Milburn, Professor, University of Bristol and colleagues have demonstrated that amide bonds (–CO–NH–) can be broken down much more easily by attaching an electron-withdrawing group (R) to an α carbon and bulky substituent (R') to the nitrogen. The groups induce the α carbon to lose a proton and the nitrogen to gain one. This results in R–HC––CO–HN+R'2 which expel the bulky nitrogen group HN–R'2, thus breaking the amide bond. The method may help explain how some cellular enzymes break amide bonds and will make it easier to carry out amide-based reactions.

“This is an intriguing reaction, all the more so because we think of amides as such stable entities. Achieving this process under mild conditions has defied some of the best brains for years and this paper presents and explains the solution against an elegant background of observation and understanding,” said Tim Gallagher, Professor, Head of the School of Chemistry, University of Bristol.

© University of Bristol News

0 Comments

Login

Your Comments (Up to 2000 characters)
Please respect our community and the integrity of its participants. WOC reserves the right to moderate and approve your comment.

Related News


Evonik to acquire shares in Evonik Silco Materials

NEW JERSEY, US: Evonik Degussa Corporation has purchased the outstanding shares of colloidal silica maker, Evonik Silco Materials LLC. Evonik initia ...

Read more
Tomblin signs the Horizontal Well Act relating to Marcellus Shale

CHARLESTON, US: Earl Ray Tomblin, Governor, West Virginia signed the Horizontal Well act relating to Marcellus Shale. The act provides distinct perm ...

Read more
Brain-specific sugars are produced only in the appropriate tissues

SAITAMA, JAPAN: Many proteins are adorned with carbohydrate chains called glycans that can dramatically alter their stability, localization or funct ...

Read more
Haldor Topsoe, Acron sign contract for new ammonia plant

LYNGBY, DENMARK: Haldor Topsoe has signed a contract with the Russian company JSC Acron for the design of a 2,060 metric tonne per day (MTPD) ammo ...

Read more
KBR awarded contract to revamp North fertilizer plant in Iraq

TEXAS, US: KBR announced that it has been awarded a contract by First Global Company to revamp the North fertilizer plant in Baiji, Iraq. KBR will p ...

Read more
Praxair to acquire Texas Welders Supply Company in US

DANBURY, US: Praxair Distribution Inc (PDI), a subsidiary of Praxair Inc will acquire Texas Welders Supply Company (TWSCO). The transaction is expec ...

Read more