CH-Acidity of Amino-acid Esters co-ordinated to Cobalt(III). Racemization during the Formation of Peptides

DOI: 10.1039/DT9810002484

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 2484 - 2488 (1981)

Update date:2022-08-04

Topics:

Authors:

Wautier, Henry

Marchal, Daniel

Fastrez, Jacques

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/DT9810002484

Several dipeptide complexes of general formula 3 have been obtained by coupling a chelated ester complex with a free amino-acid ester.The rate of the reaction appears to be quite sensitive to steric hindrance.With chiral amino-acids, the product is a mixture of diastereomers; this result is consistent with a fast racemization coupled with a slight asymmetric induction.The half-life for proton exchange in the complex 3 under the conditions of peptide synthesis is 20 s.The hydrolysis of this ester in methanol (1mol dm^-3 in H2O) is nevertheless faster than racemization.

Full text of DOI:10.1039/DT9810002484

View Online / Journal Homepage / Table of Contents for this issue

View Online

Products guided by the article

Product name:L-Leucine, N-D-alanyl-, methyl ester, monohydrochloride

Cas No:64152-91-6

R&D Labs maybe for 64152-91-6

Shenzhen JYMed Technology Co.,Ltd.

website:http://www.jymedtech.com

Contact:+86-755-26612112

Address:1#8,9/F, Biomedicine innovation Industrial Park, No.14, Jinhui Road, Pingshan Sistrict, Shenzhen, China
Jiangsu Wanlong Chemical Co., Ltd.

website:http://www.wanlongchem.com

Contact:+86-511-86810993 0086-511-8681 0888;

Address:Quanzhou Town, Danyang City, Jiangsu
Aminodiscovery Co.,Ltd.

Contact:+86-535-8888888

Address:No.161 Haishi Rd.
Shandong Loyal Chemical industrial Co.,Ltd

Contact:0533-7451788

Address:Linzi Chemical Industrial Park, Zibo, Shandong Province
Wuxi Pharma-Trading Import & Export Co.,Ltd.

Contact:+86-510-82304590 82716390

Address:Room 523,Youzu Alliance Building,No.88 Renmin Zhonglu,Wuxi,Jiangsu,China

Relevant to this article

New aporphinoid 5-HT_2A and α_1A antagonists via structural manipulations of nantenine

Doi:10.1016/j.bmc.2011.08.019
(2011)
Optimization of a Series of Mu Opioid Receptor (MOR) Agonists with High G Protein Signaling Bias

Doi:10.1021/acs.jmedchem.8b01136
(2018)
Chemistry and pharmacology of 4-alkoxy-piperidines related to reversed esters of pethidine.

Doi:10.1021/jm50019a012
(1961)
Synthesis of a terbenzimidazole topoisomerase I poison via iterative borinate ester couplings

Doi:10.1016/j.tetlet.2003.10.007
(2003)
The absolute configuration of (+)-1,2,4,5,6-penta-O-benzyl-myo-inositol

Doi:10.1016/0040-4039(94)88075-1
(1994)
Doi:10.1021/jo00399a050
(1978)

Article Doi